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10419-67-7

10419-67-7

Identification

Synonyms:Benzeneaceticacid, a-(benzoylamino)-, (R)-;Hippuricacid, a-phenyl-, (R)- (8CI);N-Benzoyl-D-(-)-a-aminophenylaceticacid;N-Benzoyl-D-phenylglycine;

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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 view more

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  • Manufacture/Brand:Crysdot
  • Product Description:(R)-2-Benzamido-2-phenylaceticacid 95+%
  • Packaging:10g
  • Price:$ 743
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:(R)-2-Benzamido-2-phenylaceticacid 95+%
  • Packaging:5g
  • Price:$ 446
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  • Manufacture/Brand:Chemenu
  • Product Description:(R)-2-Benzamido-2-phenylaceticacid 95%
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  • Manufacture/Brand:Chemenu
  • Product Description:(R)-2-Benzamido-2-phenylaceticacid 95%
  • Packaging:1g
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  • Manufacture/Brand:Chemenu
  • Product Description:(R)-2-Benzamido-2-phenylaceticacid 95%
  • Packaging:10g
  • Price:$ 701
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:N-BENZOYL-D-PHENYLGLYCINE 95.00%
  • Packaging:1G
  • Price:$ 630
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:N-BENZOYL-D-PHENYLGLYCINE 95.00%
  • Packaging:5MG
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  • Manufacture/Brand:Ambeed
  • Product Description:(R)-2-Benzamido-2-phenylaceticacid 97%
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  • Manufacture/Brand:Ambeed
  • Product Description:(R)-2-Benzamido-2-phenylaceticacid 97%
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  • Manufacture/Brand:Ambeed
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Relevant articles and documentsAll total 9 Articles be found

Chiral permselectivity in nanoporous opal films surface-modified with chiral selector moieties

Cichelli, Julie,Zharov, Ilya

, p. 1870 - 1875 (2007)

The chiral permselectivity in thin opal films modified on the silica surface with chiral selector moieties was studied as a function of opal film geometry, supporting electrolyte concentration, solvent polarity, and chiral selector and linker structure. While opal film thickness, supporting electrolyte concentration and linker length and structure did not have a significant influence on the chiral permselectivity, the nanopore size, solvent polarity and selector structure had a pronounced effect. These observations are in agreement with the chiral selectivity mechanism in the opal films in which the permeating enantiomers are transported with different rates through the surface utilizing non-covalent interactions between the chiral permeant molecules and surface-bound chiral selectors. The chiral selectivity (transport rate ratio for S and R enantiomers) achieved in the present study was 4.5, which is one of the highest reported for chiral membranes. The Royal Society of Chemistry 2007.

Dynamic Kinetic Resolution of N-Protected Amino Acid Esters via Phase-Transfer Catalytic Base Hydrolysis

Yamamoto, Eiji,Wakafuji, Kodai,Furutachi, Yuho,Kobayashi, Kaoru,Kamachi, Takashi,Tokunaga, Makoto

, p. 5708 - 5713 (2018/05/30)

Asymmetric base hydrolysis of α-chiral esters with synthetic small-molecule catalysts is described. Quaternary ammonium salts derived from quinine were used as chiral phase-transfer catalysts to promote the base hydrolysis of N-protected amino acid hexafluoroisopropyl esters in a CHCl3/NaOH (aq) via dynamic kinetic resolution, providing the corresponding products in moderate to good yields (up to 99%) with up to 96:4 er. Experimental and computational mechanistic studies using DFT calculation and pseudotransition state (pseudo-TS) conformational search afforded a TS model accounting for the origin of the stereoselectivity. The model suggested π-stacking and H-bonding interactions play essential roles in stabilizing the TS structures.

Combining Magnetic Resonance Spectroscopies, Mass Spectrometry, and Molecular Dynamics: Investigation of Chiral Recognition by 2,6-di-O-Methyl-β-cyclodextrin

Franchi, Paola,Lucarini, Marco,Mezzina, Elisabetta,Pedulli, Gian Franco

, p. 4343 - 4354 (2007/10/03)

EPR spectroscopy has been employed to investigate the formation of complexes between heptakis-(2,6-O-dimethyl)-β-cyclodextrin (DM-β-CD) and different enantiomeric pairs of chiral nitroxides of general structure PhCH2N(O·)CH(R)R′. Accurate equilibrium measurements of the concentrations of free and included radicals afforded the binding constant values for these nitroxides. The relationship between the stereochemistry of the DM-β-CD complexes and the thermodynamics of complexation was elucidated by correlating EPR data with 1H-1H NOE measurements carried out on the complexes between DM-β-CD and the structurally related amine precursors of nitroxides. NOE data suggested that inclusion of the stereogenic center in the DM-β-CD cavity occurs only when the R substituent linked to the chiral carbon contains an aromatic ring. For these types of complexes, molecular dynamics simulation indicated that the depth of penetration of the stereogenic center into the cyclodextrin cavity is determined by the nature of the second substituent (R′) at the asymmetric carbon and is responsible for the observed chiral selectivity. Analysis of mass spectra showed that, for the presently investigated amines, electrostatic external adducts of CDs with protonated amines are detected by ESI-MS.

Process route upstream and downstream products

Process route

N-benzoyl-2-phenylglycine
29670-63-1

N-benzoyl-2-phenylglycine

(S)-2-phenylglycine
2935-35-5

(S)-2-phenylglycine

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

N-benzoyl-α-phenylglycine
7352-07-0

N-benzoyl-α-phenylglycine

Conditions
Conditions Yield
With D-glucose; corn steep liquor; fungus Beauveria bassiana ATCC 7159; In ethanol; water; for 72h; Title compound not separated from byproducts; Enzymatic reaction;
C<sub>18</sub>H<sub>13</sub>F<sub>6</sub>NO<sub>3</sub>

C18H13F6NO3

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

N-benzoyl-α-phenylglycine
7352-07-0

N-benzoyl-α-phenylglycine

Conditions
Conditions Yield
With C28H30N3O2(1+)*Br(1-); sodium hydroxide; In chloroform; at 0 ℃; for 24h;
39%
(R)-N-[α-(2-furyl)benzyl]benzamide
188772-85-2

(R)-N-[α-(2-furyl)benzyl]benzamide

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

Conditions
Conditions Yield
With ozone; In methanol; at -78 ℃; for 0.25h;
89%
With ruthenium(IV) oxide; sodium periodate; water; In tetrachloromethane; acetonitrile; for 2h;
75%
(S)-2-phenylglycine
2935-35-5

(S)-2-phenylglycine

benzyl alcohol
100-51-6,185532-71-2

benzyl alcohol

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

Conditions
Conditions Yield
With [Ru(Cl)(CO)(κ2-S,NN-N-(4-methylphenyl)pyridine-2-thiocarboxamide)(AsPh3)2]; In tert-butyl alcohol; at 62 ℃; for 8h;
67%
(R)-phenylglycine
875-74-1

(R)-phenylglycine

benzoyl chloride
98-88-4

benzoyl chloride

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

Conditions
Conditions Yield
In tetrahydrofuran; at 20 ℃; for 168000h;
83%
With sodium hydroxide; at 20 ℃; for 1h;
2,4-diphenyl-4H-oxazol-5-one
28687-81-2,719263-73-7

2,4-diphenyl-4H-oxazol-5-one

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

N-benzoyl-α-phenylglycine
7352-07-0

N-benzoyl-α-phenylglycine

Conditions
Conditions Yield
In water; at 25 ℃; for 20h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; biosynthesis by lipase from Aspergillus niger (AP); phosphate buffer, pH: 7.6;
In water; at 25 ℃; for 20h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; biosynthesis by porcine PL (Fermlipase); phosphate buffer, pH: 7.6;
benzaldehyde
100-52-7

benzaldehyde

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

Conditions
Conditions Yield
Multi-step reaction with 7 steps
1: MgSO4 / CH2Cl2 / 2 h / 0 °C
2: imidazole / CH2Cl2 / 3 h
3: 1.) BuLi / 1.) THF, 0 deg C, 2 h, 2.) THF, 0 deg C, 8 h; 0 to 20 deg C
4: TBAF, H2O / tetrahydrofuran
5: 1.) H5IO6, MeNH2, 2.) HCl, H2O / 1.) MeOH, H2O
6: Et3N / CH2Cl2 / 3 h
7: 75 percent / NaIO4, RuO2*H2O, H2O / acetonitrile; CCl4 / 2 h
With 1H-imidazole; hydrogenchloride; ruthenium(IV) oxide; sodium periodate; n-butyllithium; tetrabutyl ammonium fluoride; water; magnesium sulfate; periodic acid; triethylamine; methylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile;
N-benzylidene-L-valinol
84983-97-1

N-benzylidene-L-valinol

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

Conditions
Conditions Yield
Multi-step reaction with 6 steps
1: imidazole / CH2Cl2 / 3 h
2: 1.) BuLi / 1.) THF, 0 deg C, 2 h, 2.) THF, 0 deg C, 8 h; 0 to 20 deg C
3: TBAF, H2O / tetrahydrofuran
4: 1.) H5IO6, MeNH2, 2.) HCl, H2O / 1.) MeOH, H2O
5: Et3N / CH2Cl2 / 3 h
6: 75 percent / NaIO4, RuO2*H2O, H2O / acetonitrile; CCl4 / 2 h
With 1H-imidazole; hydrogenchloride; ruthenium(IV) oxide; sodium periodate; n-butyllithium; tetrabutyl ammonium fluoride; water; periodic acid; triethylamine; methylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile;
[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-[1-phenyl-meth-(E)-ylidene]-amine
1026938-67-9

[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-[1-phenyl-meth-(E)-ylidene]-amine

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: 1.) BuLi / 1.) THF, 0 deg C, 2 h, 2.) THF, 0 deg C, 8 h; 0 to 20 deg C
2: TBAF, H2O / tetrahydrofuran
3: 1.) H5IO6, MeNH2, 2.) HCl, H2O / 1.) MeOH, H2O
4: Et3N / CH2Cl2 / 3 h
5: 75 percent / NaIO4, RuO2*H2O, H2O / acetonitrile; CCl4 / 2 h
With hydrogenchloride; ruthenium(IV) oxide; sodium periodate; n-butyllithium; tetrabutyl ammonium fluoride; water; periodic acid; triethylamine; methylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile;
[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-((R)-furan-2-yl-phenyl-methyl)-amine

[(S)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-methyl-propyl]-((R)-furan-2-yl-phenyl-methyl)-amine

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid
10419-67-7

N-[(2S)-(benzoylamino)(phenyl)]ethanoic acid

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: TBAF, H2O / tetrahydrofuran
2: 1.) H5IO6, MeNH2, 2.) HCl, H2O / 1.) MeOH, H2O
3: Et3N / CH2Cl2 / 3 h
4: 75 percent / NaIO4, RuO2*H2O, H2O / acetonitrile; CCl4 / 2 h
With hydrogenchloride; ruthenium(IV) oxide; sodium periodate; tetrabutyl ammonium fluoride; water; periodic acid; triethylamine; methylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile;

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