D-2-Phenylglycine CAS 875-74-1

Introduction:Basic information about D-2-Phenylglycine CAS 875-74-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

D-2-Phenylglycine Basic informationDescription Storage

Product Name:D-2-Phenylglycine
Synonyms:.alpha.-amino-,(R)-Benzeneaceticacid;Benzeneacetic acid, alpha-amino-, (R)-;Benzeneaceticacid,alpha-amino-,(R)-;D-(-)-2-Phenylglycine,99%;(R)-(-)-ALPHA-AMINOPHENYLACETIC ACID FOR RESOLUTION OF RACEMATES;D(-)-alpha-Aminophenylacetic;D-a-a(1,4-cyclohexadienyl)Glyc;Benzeneacetic acid, .alpha.-amino-, (.alpha.R)-
CAS:875-74-1
MF:C8H9NO2
MW:151.16
EINECS:212-876-3
Product Categories:pharmaceutical;Antidote / Antibiotic / Antimicrobial;Amino Acids;Phenylglycine [Phg];Unusual Amino Acids;GLYCINESCAFFOLD;Pharmaceutical Intermediates;Amino ACIDS SERIES
Mol File:875-74-1.mol

D-2-Phenylglycine Chemical Properties

Melting point 302 °C (dec.)(lit.)
alpha -156 º (c=1,1N HCl)
Boiling point 273.17°C (rough estimate)
density 1.2 g/cm3 (20℃)
vapor pressure 0Pa at 25℃
refractive index -158 ° (C=1, 1mol/L HCl)
Fp 150 °C
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Aqueous Acid (Sparingly), Water (Slightly, Heated)
pka1.94±0.10(Predicted)
form Crystalline Powder
color White
Optical Rotation[α]20/D 155°, c = 1 in 1 M HCl
Water Solubility 0.3g/100mL
Merck 14,7291
BRN 2208676
Major Applicationdetection
InChI1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m1/s1
InChIKeyZGUNAGUHMKGQNY-SSDOTTSWSA-N
SMILESN[C@@H](C(O)=O)c1ccccc1
LogP-1.76 at 20℃
CAS DataBase Reference875-74-1(CAS DataBase Reference)
NIST Chemistry Referenced a-Phenylglycine(875-74-1)
EPA Substance Registry SystemBenzeneacetic acid, .alpha.-amino-, (.alpha.R)- (875-74-1)

Safety Information

Hazard Codes T
Risk Statements 23/24/25-36/37/38-22-20
Safety Statements 22-24/25-45-36/37/39-26-44-28-7-4
WGK Germany 3
TSCA TSCA listed
HS Code 29224995
Storage Class11 - Combustible Solids

D-2-Phenylglycine Usage And Synthesis

DescriptionL-phenylglycine (Cephalexin EP Impurity A) is a derivative of glycine, a non-essential amino acid for human development. Glycine is an inhibitory neurotransmitter in the spinal cord and an allosteric modulator of NMDA receptors.
StorageStore at room temperature. Store in cool dry place in tightly closed container. Store away from oxidizing agent.
Descriptiond-Phenylglycine is widely used in largequantity as the side chain that makes ampicillinand cephalexin orally acceptable.
Chemical PropertiesWhite crystalline powder
UsesD-(-)-2-Phenylglycine is the derivative of glycine (G615990), a non-essential amino acid for human development. Glycine is an inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
UsesD-(-)-2-Phenylglycine (Cefalexin EP Impurity A) is the derivative of glycine (G615990), a non-essential amino acid for human development. Glycine is an inhibitory neurotransmitter in spinal cord, allosteric regulator of NMDA receptors.
DefinitionChEBI: The R stereoisomer of alpha-phenylglycine.
Flammability and ExplosibilityNon flammable
reaction suitabilityreaction type: solution phase peptide synthesis
SynthesisIndustrially, dphenylglycinehas been produced by a conventionalresolution method or by kinetic resolutionwith acylase. Another enzymatic procedure hasbeen developed by Yamada et al. , as shown below.

D-2-Phenylglycine Preparation Products And Raw materials

Preparation ProductsAmpicillin-->(2R)-2-[(4-Ethyl-2,3-dioxopiperazinyl)carbonylamino]-2-phenylacetic acid-->1R,3R-chrysanthemic acid-->(R)-(-)-2-Phenylglycine chloride hydrochloride-->Potassium (R)-[(3-ethoxy-1-methyl-3-oxoprop-1-enyl)amino]phenylacetate-->FMOC-D-PHG-OH-->Benzeneacetic acid, α-(diethylamino)-, (αR)--->Benzeneacetic acid, α-[(1-methylethyl)amino]-, (R)- (9CI)
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