Welcome to LookChem.com Sign In|Join Free

Cas Database

42399-48-4

42399-48-4

Identification

  • Product Name:Benzenepropanoic acid, b-[(2-aminophenyl)thio]-a-hydroxy-4-methoxy-, (aS,bS)-

  • CAS Number: 42399-48-4

  • EINECS:

  • Molecular Weight:319.381

  • Molecular Formula: C16H17 N O4 S

  • HS Code:2930909090

  • Mol File:42399-48-4.mol

Synonyms:Benzenepropanoicacid, b-[(2-aminophenyl)thio]-a-hydroxy-4-methoxy-, [S-(R*,R*)]-;d-threo-2-Hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)propionic acid

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:(αS,βS)-β-[(2-Aminophenyl)thio]-α-hydroxy-4-methoxybenzenepropanoicAcid
  • Packaging:10mg
  • Price:$ 165
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:D-(+)-BETA-[(2-AMINOPHENYL)THIO]-ALPHA-HYDROXY-4-METHOXYPHENYLPROPIONIC ACID 95.00%
  • Packaging:5MG
  • Price:$ 499.59
  • Delivery:In stock
  • Buy Now

Relevant articles and documentsAll total 11 Articles be found

Selective synthesis method of diltiazem chiral intermediate

-

, (2016/10/10)

The invention provides a selective synthesis method of diltiazem chiral intermediate. The method is as below: using anisic aldehyde, chloroacetyl chloride and L-menthol as raw materials; first subjecting chloroacetyl chloride and L-menthol to an esterification reaction to obtain an intermediate 1; then subjecting the intermediate 1 with anisic aldehyde to a Darzens condensation reaction to produce diastereomer intermediates 2 and 3; refining to obtain an optically pure intermediate 3; reacting the intermediate 3 with o-aminothiophenol to obtain an intermediate 4; hydrolyzing the intermediate 4 to obtain an intermediate 5; and cyclizing the intermediate 5 to obtain a product. The invention has the advantages that the ester formed by chloroacetyl chloride and L-menthol is selective in the Darzens condensation reaction with anisic aldehyde to generate the more target product, and solubility difference between the target product and the isomer is used to directly obtain optically pure intermediate, without a complicated resolution process, and the yield is greatly improved. The method substantially increases the utilization rate of the main raw material anisic aldehyde and reduces cost.

Studies of the Resolution of Racemates in the Synthesis of Diltiazem

Gizur, Tibor,Harsanyi, Kalman,Fogassy, Elemer

, p. 628 - 631 (2007/10/02)

-

Enantioselective Catalytic Epoxidation of Cinnamate Esters

Jacobsen, Eric N.,Deng, Li,Furukawa, Yoshiro,Martinez, Luis E.

, p. 4323 - 4334 (2007/10/02)

A broad study of the (salen)Mn(III)-catalyzed asymmetric epoxidation of cis-cinnamate esters reveals that the steric properties of the ester group have a profound influence on enantioselectivity in the epoxidation reaction, with bulkier esters affording highest ee's.The sensitivity of the reaction selectivity to the steric properties of the cis-alkene are consistent with a "skewed" side-on approach of olefin to the metal -oxo.The electronic properties of the substrate arene ring substituents do not correlate with epoxidation ee, but instead with the cis/trans partitioning of product formation.Evidence is provided for a non-polar inter mediate in a stepwise oxygen-atom-transfer mechanism.The presence of pyridine N-oxide derivatives has a significant effect on catalysts rates and total turnovers, but negligible influence on the stereoselectivity of epoxidation.A mechanistic basis for the role of these additives is proposed.The synthetic applicability of the cinnamate epoxidation methodology is illustrated in the highly enantioslective synthesis of diltiazem.

Process for the preparation of benzothiazepin-one derivatives

-

, (2008/06/13)

The object of the invention is a process for the preparation of the trans(-) (2R,3S) diastereoisomer of the glycidic esters of general formula: STR1 wherein a chlorohydrin of general formula: STR2 is reacted with a strong organic base in a suitable solvent and at a temperature between -10° C. and room temperature. Another object of the invention is intermediate compounds cis(+) (2S,3S) 1,5-benzothiazepin-4-one.

Enantioselective synthesis of calcium channel blockers of the diltiazem group

Schwartz,Madan,Mohacsi,O'Brien,Todaro,Coffen

, p. 851 - 856 (2007/10/02)

-

Process route upstream and downstream products

Process route

C<sub>26</sub>H<sub>35</sub>NO<sub>4</sub>S

C26H35NO4S

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
With potassium hydroxide; In water; at 40 ℃; for 2h;
(2S,3S)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-aminophenylthio)propionic acid, (-)-8'-phenylmenthyl ester

(2S,3S)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-aminophenylthio)propionic acid, (-)-8'-phenylmenthyl ester

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
With potassium hydroxide; In methanol; water;
0.88 g (68%)
(2S,3S)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-acetylaminophenylthio)propionic acid
125411-72-5

(2S,3S)-2-hydroxy-3-(4-methoxyphenyl)-3-(2-acetylaminophenylthio)propionic acid

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
With hydrogenchloride; In Ki; water;
(αS,βS,1R,2S)-β-<(2-aminophenyl)thio>-α-hydroxy-β-(4-methoxyphenyl)propanoic acid 2-phenylcyclohexyl ester hydrochloride
138382-02-2

(αS,βS,1R,2S)-β-<(2-aminophenyl)thio>-α-hydroxy-β-(4-methoxyphenyl)propanoic acid 2-phenylcyclohexyl ester hydrochloride

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
With sodium hydroxide; In ethanol; water; for 2h; Heating;
81%
(2S,3S)-isopropyl 3-<(2-aminophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate
157019-57-3

(2S,3S)-isopropyl 3-<(2-aminophenyl)thio>-2-hydroxy-3-(4-methoxyphenyl)propionate

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
With sodium hydroxide; In ethanol; water; for 1h; Heating;
56%
1-(2,2-dibromovinyl)-4-methoxybenzene
60512-57-4

1-(2,2-dibromovinyl)-4-methoxybenzene

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: 1.) n-butyllithium / 1.) THF, hexane, 1 h, -78 deg C; 2.) 10 min, -78 deg C then to room temp.
2: quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
3: 55 percent / 1,2-dichloro-ethane / 24 h / Irradiation
4: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
5: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
6: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; sodium hydroxide; sodium hypochlorite; n-butyllithium; hydrogen; sodium hydrogencarbonate; iron(II) sulfate; Lindlar's catalyst; In ethanol; hexane; water; 1,2-dichloro-ethane; benzene;
Multi-step reaction with 5 steps
1: 1.) n-butyllithium / 1.) THF, hexane, 1 h, -78 deg C; 2.) 10 min, -78 deg C then to room temp.
2: 93 percent Chromat. / quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
3: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
4: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
5: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; sodium hydroxide; sodium hypochlorite; n-butyllithium; hydrogen; sodium hydrogencarbonate; iron(II) sulfate; Lindlar's catalyst; In ethanol; hexane; water; benzene;
3-(4-methoxyphenyl)propynoic acid
2227-57-8

3-(4-methoxyphenyl)propynoic acid

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: 81 percent / DCC, 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
2: quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
3: 55 percent / 1,2-dichloro-ethane / 24 h / Irradiation
4: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
5: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
6: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; dmap; sodium hydroxide; sodium hypochlorite; hydrogen; sodium hydrogencarbonate; iron(II) sulfate; dicyclohexyl-carbodiimide; Lindlar's catalyst; In ethanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; benzene;
Multi-step reaction with 5 steps
1: 81 percent / DCC, 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
2: 93 percent Chromat. / quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
3: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
4: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
5: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; dmap; sodium hydroxide; sodium hypochlorite; hydrogen; sodium hydrogencarbonate; iron(II) sulfate; dicyclohexyl-carbodiimide; Lindlar's catalyst; In ethanol; hexane; dichloromethane; water; benzene;
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
Multi-step reaction with 8 steps
1: 99 percent / Br2
2: 51 percent / KOH / aq. ethanol / 12 h / Heating
3: 81 percent / DCC, 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
4: quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
5: 55 percent / 1,2-dichloro-ethane / 24 h / Irradiation
6: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
7: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
8: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; dmap; potassium hydroxide; sodium hydroxide; sodium hypochlorite; hydrogen; bromine; sodium hydrogencarbonate; iron(II) sulfate; dicyclohexyl-carbodiimide; Lindlar's catalyst; In ethanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; benzene;
Multi-step reaction with 7 steps
1: 99 percent / Br2
2: 51 percent / KOH / aq. ethanol / 12 h / Heating
3: 81 percent / DCC, 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
4: 93 percent Chromat. / quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
5: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
6: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
7: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; dmap; potassium hydroxide; sodium hydroxide; sodium hypochlorite; hydrogen; bromine; sodium hydrogencarbonate; iron(II) sulfate; dicyclohexyl-carbodiimide; Lindlar's catalyst; In ethanol; hexane; dichloromethane; water; benzene;
2,3-dibromo-3-(4-methoxyphenyl)propionic acid ethyl ester
157019-58-4

2,3-dibromo-3-(4-methoxyphenyl)propionic acid ethyl ester

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
Multi-step reaction with 7 steps
1: 51 percent / KOH / aq. ethanol / 12 h / Heating
2: 81 percent / DCC, 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
3: quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
4: 55 percent / 1,2-dichloro-ethane / 24 h / Irradiation
5: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
6: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
7: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; dmap; potassium hydroxide; sodium hydroxide; sodium hypochlorite; hydrogen; sodium hydrogencarbonate; iron(II) sulfate; dicyclohexyl-carbodiimide; Lindlar's catalyst; In ethanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; benzene;
Multi-step reaction with 6 steps
1: 51 percent / KOH / aq. ethanol / 12 h / Heating
2: 81 percent / DCC, 4-dimethylaminopyridine / CH2Cl2 / 12 h / Ambient temperature
3: 93 percent Chromat. / quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
4: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
5: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
6: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; dmap; potassium hydroxide; sodium hydroxide; sodium hypochlorite; hydrogen; sodium hydrogencarbonate; iron(II) sulfate; dicyclohexyl-carbodiimide; Lindlar's catalyst; In ethanol; hexane; dichloromethane; water; benzene;
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid
42399-48-4

(2S,3S)-threo-2-hydroxy-3-(2-aminophenylthio)-3-(4-methoxyphenyl)-propionic acid

Conditions
Conditions Yield
Multi-step reaction with 7 steps
1: 100 percent / triphenylphosphine / CH2Cl2 / 3.25 h / 0 °C
2: 1.) n-butyllithium / 1.) THF, hexane, 1 h, -78 deg C; 2.) 10 min, -78 deg C then to room temp.
3: quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
4: 55 percent / 1,2-dichloro-ethane / 24 h / Irradiation
5: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
6: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
7: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; sodium hydroxide; sodium hypochlorite; n-butyllithium; hydrogen; sodium hydrogencarbonate; iron(II) sulfate; triphenylphosphine; Lindlar's catalyst; In ethanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; benzene;
Multi-step reaction with 6 steps
1: 100 percent / triphenylphosphine / CH2Cl2 / 3.25 h / 0 °C
2: 1.) n-butyllithium / 1.) THF, hexane, 1 h, -78 deg C; 2.) 10 min, -78 deg C then to room temp.
3: 93 percent Chromat. / quinoline, H2 / Lindlar catalyst / hexane; various solvent(s) / 760 Torr / Ambient temperature
4: 4-picoline-N-oxide, sodium hypochlorite / (salen)Mn(III)-complex / benzene; H2O / 24 h / 4 °C
5: 1.) NaHCO3, 2.) FeSO4.7H2O / 1.) EtOH, reflux, 12 h; 2.) EtOH, water, reflux, 30 min
6: 56 percent / NaOH / H2O; ethanol / 1 h / Heating
With 4-methylpyridine-1-oxide; quinoline; sodium hydroxide; sodium hypochlorite; n-butyllithium; hydrogen; sodium hydrogencarbonate; iron(II) sulfate; triphenylphosphine; Lindlar's catalyst; In ethanol; hexane; dichloromethane; water; benzene;

Global suppliers and manufacturers

Global( 2) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
  • Emails
  • Main Products
  • Country
  • Antimex Chemical Limied
  • Business Type:Lab/Research institutions
  • Contact Tel:0086-21-50563169
  • Emails:anthony@antimex.com
  • Main Products:163
  • 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 42399-48-4
Post Buying Request Now
close
Remarks: The blank with*must be completed