Welcome to LookChem.com Sign In|Join Free

Cas Database

56816-01-4

56816-01-4

Identification

  • Product Name:Butanoic acid,3-hydroxy-, ethyl ester, (3S)-

  • CAS Number: 56816-01-4

  • EINECS:260-393-1

  • Molecular Weight:132.159

  • Molecular Formula: C6H12O3

  • HS Code:29181990

  • Mol File:56816-01-4.mol

Synonyms:Butanoicacid, 3-hydroxy-, ethyl ester, (S)-;(+)-Ethyl 3-hydroxybutyrate;(3S)-3-Hydroxybutyric acid ethyl ester;(S)-(+)-3-Hydroxy-n-butyrate ethylester;(S)-(+)-Ethyl 3-hydroxybutanoate;(S)-(+)-Ethyl 3-hydroxybutyrate;(S)-3-Hydroxybutanoic acid ethyl ester;(S)-3-Hydroxybutyric acid ethyl ester;(S)-Ethyl 3-hydroxybutyrate;Ethyl (+)-3-hydroxybutanoate;Ethyl (S)-(+)-b-hydroxybutyrate;Ethyl(S)-3-hydroxybutanoate;Ethyl (S)-3-hydroxybutyrate;

Post Buying Request Now
Entrust LookChem procurement to find high-quality suppliers faster

Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

  • Manufacture/Brand
  • Product Description
  • Packaging
  • Price
  • Delivery
  • Purchase
  • Manufacture/Brand:TRC
  • Product Description:Ethyl (S)-3-hydroxybutyrate
  • Packaging:10g
  • Price:$ 770
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Ethyl (S)-(+)-3-Hydroxybutyrate >96.0%(GC)
  • Packaging:25g
  • Price:$ 632
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Ethyl (S)-(+)-3-Hydroxybutyrate >96.0%(GC)
  • Packaging:5g
  • Price:$ 182
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Ethyl (S)-3-hydroxybutyrate
  • Packaging:5 g
  • Price:$ 221
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Ethyl (S)-3-hydroxybutyrate
  • Packaging:1 g
  • Price:$ 58
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Ethyl (S)-3-hydroxybutyrate 99%
  • Packaging:1g
  • Price:$ 54
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Matrix Scientific
  • Product Description:(S)-Ethyl-3-hydroxybutyrate 95%
  • Packaging:25g
  • Price:$ 328
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Matrix Scientific
  • Product Description:(S)-Ethyl-3-hydroxybutyrate 95%
  • Packaging:5g
  • Price:$ 118
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Matrix Scientific
  • Product Description:(S)-Ethyl-3-hydroxybutyrate 95%
  • Packaging:1g
  • Price:$ 34
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:Crysdot
  • Product Description:(S)-Ethyl3-hydroxybutanoate 95%
  • Packaging:5g
  • Price:$ 120
  • Delivery:In stock
  • Buy Now

Relevant articles and documentsAll total 208 Articles be found

THE PRODUCT OF BAKER'S YEAST REDUCTION OF ETHYL 2-CHLORO-3-OXOBUTANOATE AS A PRECURSOR OF THE 1-ETHOXYCARBONYL 2(S)-HYDROXYPROPYL RADICAL

Hamdani, Mourad,Jeso, Bernard De,Deleuze, Herve,Saux, Annie,Maillard, Bernard

, p. 1233 - 1236 (1993)

Baker's yeast treatment of ethyl 2-chloro-3-oxobutanoate 1, diethyl 2-acetylmalonate 2 and ethyl 2-cyano-3-oxobutanoate 3 was effected in order to obtain enantiomerically enriched compounds.In contrast to the reaction of 2 and 3, efficient diastereo- and enantioselective reduction of 1 provided ethyl 2(R)-chloro-3(S)-hydroxybutanoate.This product was used as precursor of the 1-ethoxycarbonyl-2(S)-hydroxypropyl radical and the diastereoselectivity of the addition of this intermediate to alkenes was studied.

Carbanion-Accelerated Claisen Rearrangements. 4. Asymmetric Induction via 1,3,2-Oxazaphosphorinanes

Denmark, Scott E.,Marlin, John E.

, p. 5742 - 5745 (1987)

The anions derived from allyl vinyl ethers 1 and 2 undergo rapid and highly selective Claisen rearrangements.The degree of asymmetric induction has been found to be uniformly high (ca.90:10) for various substituent patterns but depends markedly on the presence of lithium cations.The absolute sense of asymmetric induction has been established using chiral, nonracemic 1,3,2-oxazaphosphorinane 2.Two proposals for the transition structures of the phosphorus-stabilized anions are discussed.

Simple syntheses of (+)-orthosporin and (-)-semivioxanthin methyl ether+

Deshpande,Rai, Beena,Khan

, p. 7159 - 7162 (1996)

Simple syntheses of (+)-orthosporin(1) and (-)-semivioxanthin methyl ether (11) are described from (S)-ethyl-3-hydroxybutyrate (5) and orsellinic acid derivatives 3 and 4 respectively.

Hydrogenation of ethyl acetoacetate catalyzed by hydrosoluble BINAP derivatives

Lamouille, Thierry,Saluzzo, Christine,Ter Halle, Rob,Le Guyader, Fredéric,Lemaire, Marc

, p. 663 - 664 (2001)

A new Ru hydrosoluble BINAP derivative has been synthesized. This water-soluble catalyst was revealed to be enantioselective up to 94% and recyclable (at least three times) for the asymmetric hydrogenation of ethyl acetoacetate in a biphasic system.

A SIMPLE SYNTHESIS OF (S)-(+)-SULCATOL, THE PHEROMONE OF GNATHOTRICHUS RETUSUS, EMPLOYING BAKER'S YEAST FOR ASYMMETRIC REDUCTION

Mori, Kenji

, p. 1341 - 1342 (1981)

Ethyl (S)-3-hydroxybutanoate of 87percent optical purity was obtained by the yeast reduction of ethyl acetoacetate and was converted into 85-87percent optically pure (S)-(+)-sulcatol (6-methyl-5-hepten-2-ol) by a 5-step sequence in 73percent overall yield.

Polymer-supported catalysts: enantioselective hydrogenation and hydrogen transfer reduction.

Saluzzo, Christine,Lamouille, Thierry,Herault, Damien,Lemaire, Marc

, p. 1841 - 1844 (2002)

Different types of heterogenized catalysts were involved in asymmetric reactions. Hydrogen transfer reduction was performed with amino alcohols derived from poly((S)-(GMA-co-EGDMA or DVB)) and hydrogenation with BINAP grafted onto PEG or copolymerized with isocyanates as ligands. Attempts of catalysts recycling are reported.

The Use of Organic Solvent Systems in the Yeast Mediated Reduction of Ethyl Acetoacetate

Jayasinghe, Leonard Y.,Kodituwakku, Devika,Smallridge, Andrew J.,Trewhella, Maurie A.

, p. 2528 - 2531 (1994)

The reduction of ethyl acetoacetate to ethyl (S)-3-hydroxybutyrate, mediated by freeze-dried yeast, proceeds in good yield (53-58percent) and with high enantioselectivity (>96percentee) in a number of organic solvents; petroleum ether, diethyl ether, toluene, and carbon tetrachloride.A small amount of water (0.8 ml (g-yeast)-1) is required for the reaction to proceed.The water/yeast/substrate ratio and the solvent polarity have been found to significantly influence the reactivity of the system.The enantiomeric excess was determined by gas chromatography employing a chiral column.

Diverse synthesis of the C ring fragment of bryostatins via Zn/Cu-promoted conjugate addition of α-hydroxy iodide with enone

Chu, Zhiwen,Tong, Ruiqi,Yang, Yufan,Song, Xuanyi,Hu, Tian bao,Fan, Yu,Zhao, Chen,Gao, Lu,Song, Zhenlei

supporting information, p. 1 - 4 (2020/12/21)

A convergent approach to 1,5-hydroxy ketones, the general precursors for constructing the C ring of bryostatins, has been developed via a Zn/Cu-promoted conjugate addition of α-hydroxy iodides with enones. The reaction leads to direct formation of the C21-C22 bond and tolerates diverse functionalities at the C17-, C18- and C24-positions. The approach also enables a more concise synthesis of the known C ring intermediate (10 longest linear steps and 14 total steps), in contrast to its previous synthesis (17 longest linear steps and 22 total steps) in our total synthesis of bryostatin 8.

SYNTHESIS OF 3-HYDROXYBUTYRYL 3-HYDROXYBUTYRATE AND RELATED COMPOUNDS

-

Paragraph 0308; 0331-0333, (2021/04/02)

In various embodiments methods of preparing hydroxybutyryl 3-hydroxybutyrate and related compounds are provided along with methods of use thereof.

Single-Point Mutant Inverts the Stereoselectivity of a Carbonyl Reductase toward β-Ketoesters with Enhanced Activity

Li, Aipeng,Wang, Ting,Tian, Qing,Yang, Xiaohong,Yin, Dongming,Qin, Yong,Zhang, Lianbing

, p. 6283 - 6294 (2021/03/16)

Enzyme stereoselectivity control is still a major challenge. To gain insight into the molecular basis of enzyme stereo-recognition and expand the source of antiPrelog carbonyl reductase toward β-ketoesters, rational enzyme design aiming at stereoselectivity inversion was performed. The designed variant Q139G switched the enzyme stereoselectivity toward β-ketoesters from Prelog to antiPrelog, providing corresponding alcohols in high enantiomeric purity (89.1–99.1 % ee). More importantly, the well-known trade-off between stereoselectivity and activity was not found. Q139G exhibited higher catalytic activity than the wildtype enzyme, the enhancement of the catalytic efficiency (kcat/Km) varied from 1.1- to 27.1-fold. Interestingly, the mutant Q139G did not lead to reversed stereoselectivity toward aromatic ketones. Analysis of enzyme–substrate complexes showed that the structural flexibility of β-ketoesters and a newly formed cave together facilitated the formation of the antiPrelog-preferred conformation. In contrast, the relatively large and rigid structure of the aromatic ketones prevents them from forming the antiPrelog-preferred conformation.

Effect of organic solvents on asymmetric reduction of β-keto esters using cyanobacterium Synechocystis sp. PCC 6803

Tanaka, Shusei,Kojima, Hideo,Takeda, Satomi,Yamanaka, Rio,Takemura, Tetsuo

supporting information, (2021/07/25)

The asymmetric reduction of tert-butyl 3-oxobutanoate by cyanobacterium Synechocystis sp. PCC 6803 under illumination with red LED light at 25 °C for 24 h afforded the corresponding (R)-β-hydroxy ester in 79% enantiomeric excess (ee) (81% yield), while the addition of toluene (1% (v/v)) to the system gave the corresponding (S)-β-hydroxy ester in >99% ee (87% yield). Organic solvents such as chloroform, benzene, ethylbenzene, cyclohexane, and methylcyclohexane showed similar effects and afforded the corresponding (S)-β-hydroxy ester in >99% ee. However, polar organic solvents, such as DMSO, THF, and ethanol, as well as dodecane—a hydrophobic solvent with a straight long-chain—did not exhibit such effects.

Asymmetric visible-light photobiocatalytic reduction of β-keto esters utilizing the cofactor recycling system in Synechocystis sp. PCC 6803

Tanaka, Shusei,Kojima, Hideo,Takeda, Satomi,Yamanaka, Rio,Takemura, Tetsuo

supporting information, (2020/05/08)

The asymmetric reduction of β-keto esters employing a wild-type strain of cyanobacterium Synechocystis sp. PCC 6803 under illumination of red LED light at 25 °C for 24 h was evaluated. As a result, the corresponding (R)-β-hydroxy esters were obtained as major products. The R-selectivity was shown to increase for bulkier substrates. Moreover, it was also found that the R-selectivity increased with decreasing substrate concentrations. This can be explained by the assumption that the Km value of the R-selective reductase is smaller than that of the S-selective enzyme involved in the reaction. Additionally, it was demonstrated that the R-selective reductase required the light-dependent production of reduced nicotinamide adenine dinucleotide phosphate (NADPH) for effective reaction; however, the S-selective variant did not. Overall, cyanobacterium was employed as a sustainable photobiocatalyst proliferating under illumination of light, while utilizing inorganic salts and atmospheric carbon dioxide (CO2). Employing the whole-cell system allowed for the preparation of industrially-important chiral compounds, such as optically active β-hydroxy esters.

Process route upstream and downstream products

Process route

ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl 3-hydroxybutyrate
5405-41-4

ethyl 3-hydroxybutyrate

(-)-ethyl β-hydroxybutyrate
5405-41-4,24915-95-5,35608-64-1,56816-01-4

(-)-ethyl β-hydroxybutyrate

Conditions
Conditions Yield
With ethyl 3-hydroxybutyrate; hydrogen; promoted with (+)-tartaric ..; nickel; In butan-1-ol; at 75 ℃; under 760 Torr; Rate constant; Product distribution; inhibition of hydrogenation; further inhibitors;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

(S)-3-Hydroxybutanoic Acid
6168-83-8,26063-00-3,29435-48-1

(S)-3-Hydroxybutanoic Acid

(R)-3-hydroxybutyric acid
625-72-9,26063-00-3,29435-48-1

(R)-3-hydroxybutyric acid

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
Conditions Yield
With Halobacterium halobium; pepton; potassium chloride; water; sodium citrate; magnesium sulfate; sodium chloride; at 40 ℃; for 120h; Yields of byproduct given. Title compound not separated from byproducts; Irradiation;
With Halobacterium halobium; pepton; potassium chloride; sodium citrate; magnesium sulfate; sodium chloride; In water; at 40 ℃; for 120h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Irradiation;
ethyl 3-hydroxybutyrate
5405-41-4

ethyl 3-hydroxybutyrate

(S)-3-Hydroxybutanoic Acid
6168-83-8,26063-00-3,29435-48-1

(S)-3-Hydroxybutanoic Acid

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
Conditions Yield
With Dactylosporangium aurantiacum subsp. Hamdenensis NRRL 18085 esterase WDEst17; water; at 35 ℃; for 3.5h; pH=8; Concentration; pH-value; Temperature; stereoselective reaction; Catalytic behavior; Kinetics; Resolution of racemate; Green chemistry; Enzymatic reaction;
51% ee
ethanol
64-17-5

ethanol

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

ethyl (E)-crotonate
623-70-1

ethyl (E)-crotonate

Conditions
Conditions Yield
Multistep reaction. Title compound not separated from byproducts;
ethyl 3-hydroxybutyrate
5405-41-4

ethyl 3-hydroxybutyrate

(R)-3-hydroxybutyric acid
625-72-9,26063-00-3,29435-48-1

(R)-3-hydroxybutyric acid

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
Conditions Yield
With sodium hydroxide; In water; at 30 ℃; pH=6.9;
36.4%
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

(S)-Propylene oxide
16088-62-3

(S)-Propylene oxide

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
Conditions Yield
With hydrogen; 4-aminopyridine; dicobalt octacarbonyl; at 40 ℃; for 24h; under 7500.75 Torr;
92%
With 1,1-dimethyl-3,3-diethylguanidinecarbonylcobalt; at 80 ℃; for 24h; under 45004.5 Torr; Autoclave;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Methyl (R)-3-hydroxybutyrate
3976-69-0

Methyl (R)-3-hydroxybutyrate

Conditions
Conditions Yield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); hydrogen; In methanol; at 60 ℃; for 20h; under 30003 Torr; Reagent/catalyst; Solvent; Optical yield = 89 %ee; enantioselective reaction;
ethyl acetoacetate
141-97-9

ethyl acetoacetate

Ethyl (R)-3-hydroxybutanoate
24915-95-5

Ethyl (R)-3-hydroxybutanoate

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
Conditions Yield
With citrate-phosphate-borate buffer; for 24h; Title compound not separated from byproducts; Ambient temperature; baker's yeast immobilized in calcium alginate;
85%
With Convolvulus sepium; for 120h; pH=5.8; optical yield given as %ee; aq. phosphate buffer;
70%
yeast; Conversion of starting material; Enzymatic reaction;
26%
With cyanobacterium Synechocystis sp. PCC 6803 Williams strain, cultivated at 25 °C with fluorescent lamp about 10 days; In water; dimethyl sulfoxide; at 25 ℃; for 24h; Irradiation;
10%
6%
In water; Product distribution; bakers' yeast; addition of MgCl2; immobilization of bakers' yeast by magnesium alginate;
With D-glucose; bakers' yeast; allyl alcohol; In water; at 30 ℃; for 24h; Product distribution; effect and amount of added allyl alcohol, stereoselectivity;
With hydrogen; L-Tartaric acid; nickel; In ethanol; Product distribution; enanthioselectivity ca. 10percent; electrolysis; effect of aq. NaOH;
With L-Tartaric acid; hydrogen; LaNi2.99H3.9; at 50 ℃; for 2h; Product distribution; other catalysts, temperature, reaction time;
With L-Tartaric acid; hydrogen; LaNi4CuH6.3; at 80 ℃; under 4 Torr; Product distribution; other catalysts, temperature, reaction time, pressure;
With hydrogen; monel; at 100 ℃; for 3.5h; under 76000 Torr; rate of hydrgenation; optical yield; influence of the modifiers (amino acids); pH 5.1;
With citrate-phosphate-borate buffer; for 24h; Product distribution; Ambient temperature; baker's yeast immobilized in calcium alginate; pH effect on the enantiospecificity ; also for ethyl benzoylacetate;
With hydrogen; Ru/Cu; silica gel; at 90 ℃; under 76000 Torr; Product distribution; Rate constant; catalyst composition dependence;
With L-glutamic acid; hydrogen; copper; Product distribution; other reagents (chiral amino acids), other catalyst;
With D-glucose; In ethanol; water; at 25 ℃; for 48h; Product distribution; yeast Saccharomyces cerevisiae IFO 0565; yeast-mediated biochemical reduction of 3-oxoalkanoic esters, stereoselectivity, enantiomeric excess;
With baker's yeast; resin XAD 1180; In water; at 28 ℃; Product distribution; other absorbing resins; also organic solvents;
With sodium tetrahydroborate; L-Tartaric acid; In tetrahydrofuran; at -20 ℃; for 17h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With D-glucose; bakers' yeast; allyl alcohol; In water; at 30 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
In ethanol; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; growing cultures of Aspergillus niger IPV283;
With hydrogen; tartaric acid-NaBr-modified Raney nickel (TA-NaBr-MRNi); In tetrahydrofuran; acetic acid; at 85 ℃; for 5h; under 73550.8 - 88260.9 Torr; Title compound not separated from byproducts;
With hydrogen; (p-cymene)RuCl2; (-)-1,2-bis(cis-dimyrtanylphosphino)ethane; In methanol; dichloromethane; at 50 ℃; for 14h; under 75006 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With Ru<(S)-Ph,Ph-oxoProNOP>(OCOCH3)2; hydrogen; In dichloromethane; at 20 ℃; for 168h; under 108759 Torr; Title compound not separated from byproducts;
In water; at 25 - 28 ℃; for 144h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; sugar, baker's yeast;
at 72 ℃; Title compound not separated from byproducts; pH 6.9; Thermoanaerobium brockii;
With D-glucose; bakers' yeast; In water; at 30 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
at 72 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; cells of Thermoanaerobium brockii;
In water; Petroleum ether; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature; freeze-dried yeast;
In ethanol; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; growing cultures of Geotrichum candidum CBS10912;
With potassium hydroxide; Yield given. Multistep reaction. Title compound not separated from byproducts; 1.) EtOH, 25 deg. C, 20 h, 2.) baker's yeast, fermentation medium, 25 deg C, 2 d;
With D-glucose; In water; at 30 ℃; for 24h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; raw bakers' yeast;
With D-glucose; In ethanol; water; at 25 ℃; for 48h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; bakers' yeast;
In water; baker's yeast;
With RuCl2[(S)-BINAP]; DOWEX-50 resin; hydrogen; In ethanol; at 130 ℃; for 10h; under 10343 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With ammonium sulfate; potassium dihydrogenphosphate; ordinary baker's yeast; magnesium sulfate; Sucrose; for 24h; other 3-oxo esters; other fermenting baker's yeast preparations; also or without var. co-substrates; var. pH's, conc., and reaction times; var. preincubation times; aerobic and anaerobic conditions;
With baker's yeast; allyl alcohol; Sucrose; for 22h; Title compound not separated from byproducts; Ambient temperature;
With baker's yeast; for 24h; Title compound not separated from byproducts; Ambient temperature;
With hydrogen; RuBr2{(S)-2,2'-bis(diphenylphosphino)-1,1'-dinaphthyl}; In ethanol; at 20 - 60 ℃; under 760 - 3800 Torr; Product distribution;
With hydrogen; (S)-BinapRuBr2; In ethanol; at 20 ℃;
With hydrogen; [Ru(cod)(C4H7)2]; ferrocenyl ligand 2d; hydrogen bromide; In ethanol; at 50 ℃; under 37503 Torr; Title compound not separated from byproducts;
With RuCl[(-)-N,N'-Me2-3,3'-bis(Ph2P)-2,2'-biindole](p-cymene); hydrogen; In methanol; water; at 10 ℃; for 30h; under 38000 Torr; Further Variations:; Reagents; Pressures; Temperatures; Product distribution;
With diiodo(p-cymene)ruthenium(II) dimer; (S(p),S(p))-2,2''-bis(diphenylphosphino)-1,1''-biferrocene; hydrogen; In hydrogenchloride; ethanol; at 80 ℃; for 16h; under 60004.8 Torr; Title compound not separated from byproducts;
With baker's yeast; In water; under 5998.92 Torr; Title compound not separated from byproducts;
With hydrogen; (+)-3-[2-(Ph2P)-C6H4]-2-(Ph2P)naphtho[2,1-b]thiophene Ru(II); at 40 ℃; for 3.5h; under 76000 Torr;
With immibilized baker's yeast; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; calcium alginate; In methanol; water; at 33 ℃; for 72h;
With hydrogen; (+)-3-[2-(diphenylphosphino-5-methoxy)phenyl]-2-(diphenylphosphino)naphtho[2,1-b]thiophene; dichloro(benzene)ruthenium(II) dimer; In methanol; at 40 ℃; for 1.83333h; under 76000 Torr; Further Variations:; Catalysts; Time; Kinetics;
With chiral 1,5-diphenylphosphanylferrocene compound; hydrogen bromide; hydrogen; [Ru(1,5-cyclooctadiene)(C4H7)2]; In methanol; at 50 ℃; for 9h; under 37503 Torr; Further Variations:; Reagents; Product distribution;
With Daucus carota root; In water; at 20 ℃; for 58h; Title compound not separated from byproducts;
With baker's yeast; for 96h; Title compound not separated from byproducts;
With hydrogen; ruthenium complex with chiral diphosphine ferrocene ligand; In ethanol; at 30 ℃; for 21.5h; under 37503 Torr; Title compound not separated from byproducts;
With hydrogen; ruthenium complex with chiral diphosphine ferrocene ligand; In ethanol; at 30 ℃; for 16.5h; under 37503 Torr; Title compound not separated from byproducts;
With D-glucose; immobilized bakers' yeast; In various solvent(s); at 30 ℃; for 41h; Title compound not separated from byproducts;
With hydrogen; [{(R)-4,4'-diamBINAP}RuBr2]*2HBr; In water; at 50 ℃; for 15h; under 30002.4 Torr; Title compound not separated from byproducts;
With Rhizopus arrhizus culture; In ethanol; at 27 ℃; for 192h; Title compound not separated from byproducts;
With hydrogen; 1,2-bis((2R,5R)-2,5-dimethylphospholano)benzene(cyclooctadiene)rhodium(I)tetrafluoroborate; In ethanol; at 70 ℃; for 1440h; under 76020.8 Torr; Title compound not separated from byproducts;
With D-glucose; D-glucose dehydrogenase; recombinant ketoreductase; NADPH; In phosphate buffer; at 25 ℃; pH=7.0; Further Variations:; Reagents; Product distribution;
With RuCl[(-)-N,N'-Me2-3,3'-bis(Ph2P)-2,2'-biindole](p-cymene); hydrogen; In methanol; water; at 10 ℃; for 30h; under 38000 Torr; Further Variations:; Reagents; Pressures; Temperatures; Product distribution; Kinetics;
With potassium phosphate buffer; Rhodotorula sp. AS22241; at 30 ℃; for 4h; pH=7.0; Title compound not separated from byproducts;
With (11bS, 11'bS)-4,4'-(oxydi-2,1-phenylene)bis-dinaphtho[2,1-d:,1',2'-f][1,3,2]dioxaphosphepin; hydrogen; dichloro(benzene)ruthenium(II) dimer; In ethanol; dichloromethane; at 60 ℃; for 20h; under 60004.8 Torr; Further Variations:; Reagents; Solvents; Pressures; Temperatures; catalyst loading; Product distribution;
With 1,1-dicyclohexyl-2,2-diphenyldiphosphane; hydrogen; ruthenium trichloride; In ethanol; at 50 ℃; for 15h; under 3000.24 Torr; Further Variations:; Reagents; time; Product distribution;
With hydrogen; 2-Ph2PferrocenylCH(Me)N(Me)P(3,4-F2Ph)2Ru(II)(PPh3)Cl2; In ethanol; at 20 ℃; for 6h; under 15514.4 Torr; Further Variations:; Catalysts; Product distribution;
With D-glucose; D-glucose dehydrogense; Pyrococcus furiosus alcohol dehydrogenase; potassium phosphate buffer; 1,4-dihydronicotinamide adenine dinucleotide; In dimethyl sulfoxide; at 37 ℃; pH=6.5; Title compound not separated from byproducts;
With D-glucose; D-glucose dehydrogenase; NADPH; alcohol dehydrogenase YMR226c; In dimethyl sulfoxide; at 20 ℃; pH=6.5; Title compound not separated from byproducts.;
With hydrogen; dichloro[(R)-N-diphenylphosphino-N-ethyl-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethylamine](triphenylphosphine)ruthenium; In ethanol; at 20 ℃; for 6h; under 16274.9 Torr; Conversion of starting material;
71.6 % ee
With hydrogen; chiral ferrocene-based phosphine rhodium complex; In ethanol; at 50 ℃; for 8h; under 7600.51 Torr; Title compound not separated from byproducts.;
With Kluyveromyces marxianus; optical yield given as %ee; Enzymatic reaction;
With Saccharomyces cerevisiae 40; optical yield given as %ee; Enzymatic reaction;
With ketoreductase from Streptomyces coelicolor StaC; NADH; at 20 ℃; pH=7.6; Reagent/catalyst; Solvent; optical yield given as %ee; enantioselective reaction; Kinetics; aq. buffer; Enzymatic reaction;
With hydrogenchloride; diiodo(p-cymene)ruthenium(II) dimer; (S(p),S(p))-2,2''-bis(diphenylphosphino)-1,1''-biferrocene; hydrogen; In ethanol; water; at 80 ℃; for 19h; under 60006 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;
With hydrogen; Ru-complex of (R,R)-[-CH2P(Ph)(C6H4-o-OiPr)]2; In methanol; at 20 ℃; for 16h; under 15001.5 Torr; Product distribution / selectivity;
With L-Tartaric acid; hydrogen; nickel; acetic acid; In ethyl acetate; at 140 ℃; for 13h; under 82508.3 Torr; enantioselective reaction;
With Saccharomyces cerevisiae; at 30 ℃; for 16h; pH=7; optical yield given as %ee; enantioselective reaction; aq. buffer;
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; sodium formate; (2S)-N-phenylpyrrolidine-2-carboxamide; In water; at 30 ℃; for 16h; optical yield given as %ee; enantioselective reaction;
With D-glucose; glucose dehydrogenase from Bacillus subtilis; β-ketoacyl-ACP reductase from Bacillus sp. ECU0013; NADP; at 30 ℃; for 12h; pH=7; optical yield given as %ee; aq. phosphate buffer; Enzymatic reaction;
With hydrogen; cinchonidine; acetic acid; In water; at 20 ℃; under 5171.62 Torr; enantioselective reaction; Autoclave;
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); hydrogen; In methanol; at 60 ℃; for 20h; under 30003 Torr; Reagent/catalyst; Solvent; Optical yield = 81 %ee; enantioselective reaction;
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (R)-N-(3-methylpyridine-2-methyl)-7-bis-(3,5-di-tert-butylphenyl)phosphino-7′-amino-1,1′-spirodihydroindane; potassium tert-butylate; hydrogen; In ethanol; at 20 ℃; for 0.5h; under 6080.41 - 7600.51 Torr; Overall yield = 100 %; Inert atmosphere; Sealed tube;
With reductase from Rhodococcus sp. ECU1014; NADH; In aq. phosphate buffer; pH=6; Optical yield = 7.9 %ee; Enzymatic reaction;
With hydrogen; In tetrahydrofuran; at 25 ℃; under 15001.5 Torr; stereoselective reaction; Autoclave;
34 % ee
With hydrogen; In tetrahydrofuran; at 25 ℃; under 15001.5 Torr; stereoselective reaction; Autoclave;
33 % ee
With Sucrose; In water; at 25 - 30 ℃; Overall yield = 76 %; Overall yield = 31 g; enantioselective reaction;
85 % ee
With dichloro[(S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl]ruthenium(II); hydrogen; In ethanol; at 80 ℃; for 8h; under 3345.86 Torr; Overall yield = 95 %; Overall yield = 6.3 g; Autoclave;
86 % ee
With glucose dehydrogenase; D-glucose; NADP+; carbonyl reductase LbCR; In aq. phosphate buffer; at 30 ℃; for 12h; enantioselective reaction; Enzymatic reaction;
31 % ee
With D-Glucose; cobalt(II); BaSDR1 reductase variant Q139V/Q237L; NADH; In aq. phosphate buffer; at 35 ℃; pH=7.5; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;
43.4 % ee
With D-Glucose; cobalt(II); BaSDR1 reductase variant Q242E; NADH; In aq. phosphate buffer; at 35 ℃; pH=7.5; Reagent/catalyst; enantioselective reaction; Enzymatic reaction;
76.1 % ee
With cyanobacterium Synechocystis sp. PCC 6803; In water; at 25 ℃; for 24h; Solvent; Overall yield = 16 percentChromat.; stereoselective reaction; Catalytic behavior; Irradiation; Enzymatic reaction;
27 % ee
(S)-3-(3',5'-Dinitrobenzoyloxy)-buttersaeureaethylester
79427-05-7

(S)-3-(3',5'-Dinitrobenzoyloxy)-buttersaeureaethylester

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
Conditions Yield
With potassium hydroxide; In tetrahydrofuran; ethanol;
90%
With potassium hydroxide; In tetrahydrofuran; ethanol; at -5 - 0 ℃; for 1h;
89%
With potassium hydroxide;
79%
With potassium hydroxide; In tetrahydrofuran; ethanol; at 0 ℃; for 0.833333h;
113 mg
ethyl 3-hydroxybutyrate
5405-41-4

ethyl 3-hydroxybutyrate

ethyl (S)-3-hydroxybutyrate
56816-01-4

ethyl (S)-3-hydroxybutyrate

Conditions
Conditions Yield
With alcohol dehydrogenase from Lactobacillus kefir; alcohol dehydrogenase from Rhodococcus ruber DSM 44541; YcnD-oxidoreductase; at 30 ℃; for 6h; pH=7.5; optical yield given as %ee; enantiospecific reaction; aq. buffer; Resolution of racemate; Enzymatic reaction;
99%
With Alcaligenes faecalis DSM 13975 cells; alcohol dehydrogenase from Rhodococcus erythropolis; glucose dehydrogenase BS; D-glucose; nicotinamide adenine dinucleotide; In alkaline aq. solution; at 30 ℃; for 16h; pH=7.5;

Global suppliers and manufacturers

Global( 88) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
  • Simagchem Corporation
  • Business Type:Manufacturers
  • Contact Tel:+86-592-2680277
  • Emails:sale@simagchem.com
  • Main Products:110
  • Country:China (Mainland)
  • Chemwill Asia Co., Ltd.
  • Business Type:Manufacturers
  • Contact Tel:021-51086038
  • Emails:sales@chemwill.com
  • Main Products:30
  • Country:China (Mainland)
  • Shanghai Upbio Tech Co.,Ltd
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-21-52196435
  • Emails:upbiocn@hotmail.com
  • Main Products:88
  • Country:China (Mainland)
  • Afine Chemicals Limited
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-571-85134551
  • Emails:info@afinechem.com
  • Main Products:92
  • Country:China (Mainland)
close
Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 56816-01-4
Post Buying Request Now
close
Remarks: The blank with*must be completed