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 |
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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) |
| pka | 1.94±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 Application | detection |
| InChI | 1S/C8H9NO2/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5,7H,9H2,(H,10,11)/t7-/m1/s1 |
| InChIKey | ZGUNAGUHMKGQNY-SSDOTTSWSA-N |
| SMILES | N[C@@H](C(O)=O)c1ccccc1 |
| LogP | -1.76 at 20℃ |
| CAS DataBase Reference | 875-74-1(CAS DataBase Reference) |
| NIST Chemistry Reference | d a-Phenylglycine(875-74-1) |
| EPA Substance Registry System | Benzeneacetic 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 Class | 11 - Combustible Solids |
D-2-Phenylglycine Usage And Synthesis
| Description | L-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. |
| Storage | Store at room temperature. Store in cool dry place in tightly closed container. Store away from oxidizing agent. |
| Description | d-Phenylglycine is widely used in largequantity as the side chain that makes ampicillinand cephalexin orally acceptable. |
| Chemical Properties | White crystalline powder |
| Uses | D-(-)-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. |
| Uses | D-(-)-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. |
| Definition | ChEBI: The R stereoisomer of alpha-phenylglycine. |
| Flammability and Explosibility | Non flammable |
| reaction suitability | reaction type: solution phase peptide synthesis |
| Synthesis | Industrially, dphenylglycinehas been produced by a conventionalresolution method or by kinetic resolutionwith acylase. Another enzymatic procedure hasbeen developed by Yamada et al. , as shown below.
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D-2-Phenylglycine Preparation Products And Raw materials
| Preparation Products | Ampicillin-->(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) |