H-D-PHG-OME HCL
H-D-PHG-OME HCL Basic information
- Product Name:
- H-D-PHG-OME HCL
- Synonyms:
-
- Methyl α-aMinophenylacetate HCl
- (R)-Methyl 2-aMino-2-phenylacetate hydrochloride
- (2-keto-2-methoxy-1-phenyl-ethyl)ammonium chloride
- (2-methoxy-2-oxo-1-phenylethyl)ammonium chloride
- (2-methoxy-2-oxo-1-phenyl-ethyl)ammonium chloride
- (2-methoxy-2-oxo-1-phenylethyl)azanium chloride
- (2-methoxy-2-oxo-1-phenyl-ethyl)azanium chloride
- methyl amino(phenyl)acetate hydrochloride
- CAS:
- 19883-41-1
- MF:
- C9H12ClNO2
- MW:
- 201.65
- EINECS:
- 243-399-9
- Product Categories:
-
- Phenylglycine Derivatives
- Peptide Synthesis
- Unnatural Amino Acid Derivatives
- Phenylglycine [Phg]
- Amino Acids
- Mol File:
- 19883-41-1.mol
H-D-PHG-OME HCL Chemical Properties
- Melting point:
- 189-191 °C(lit.)
- alpha
- -118o (C=1 IN H2O)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- form
- powder to crystal
- color
- White to Almost white
- optical activity
- [α]20/D 118°, c = 1 in H2O
- BRN
- 3915654
- InChI
- InChI=1/C9H11NO2.ClH/c1-12-9(11)8(10)7-5-3-2-4-6-7;/h2-6,8H,10H2,1H3;1H/t8-;/s3
- InChIKey
- DTHMTBUWTGVEFG-DDWIOCJRSA-N
- SMILES
- C(OC)(=O)[C@H](C1=CC=CC=C1)N.[H]Cl |&1:4,r|
- CAS DataBase Reference
- 19883-41-1(CAS DataBase Reference)
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ALFA
H-D-PHG-OME HCL Usage And Synthesis
Chemical Properties
White solid
Uses
(R)-(-)-2-Phenylglycine Methyl Ester Hydrochloride is an intermediate in the synthesis of Cephradine, a cephalosporin antibiotic. It functions as an acyl donor in the enzymatic synthetic process for cephradine synthesis.
reaction suitability
reaction type: solution phase peptide synthesis
Synthesis
67-56-1
875-74-1
19883-41-1
Methylation reaction of L-phenylglycine. L-phenylglycine (1 g, 6.05 mmol, 1.0 eq.) was suspended in methanol (25 mL) and cooled to 0°C. Thionyl chloride (475 μL, 6.66 mmol, 1.5 eq.) was slowly added. after 10 min, the reaction mixture was heated to 75 °C and refluxed for 2 h. The reaction was completed by TLC. After completion of the reaction (monitored by TLC), the solvent was removed under vacuum to give a white solid, L-phenylglycine methyl ester hydrochloride (1.23 g, quantitative yield).
References
[1] Tetrahedron, 1999, vol. 55, # 11, p. 3337 - 3354
[2] European Journal of Organic Chemistry, 2009, # 30, p. 5185 - 5191
[3] European Journal of Medicinal Chemistry, 2018, vol. 145, p. 649 - 660
[4] Tetrahedron, 2009, vol. 65, # 6, p. 1200 - 1206
[5] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1992, # 8, p. 1279 - 1285
H-D-PHG-OME HCLSupplier
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H-D-PHG-OME HCL(19883-41-1)Related Product Information
- Di-tert-butyl peroxide
- Glycine ethyl ester hydrochloride
- Sodium iodide
- Glycine methyl ester hydrochloride
- ETHYL (R)-(-)-MANDELATE
- (R)-4-CHLORO PHENYLGLYCINE
- H-D-PHG-OTBU HCL
- D(-)-Phenylglycinamide
- H-D-Phg-Gly-OH
- METHYL (2R)-2-AMINO-3-(2-CHLORO(4-PYRIDYL))PROPANOATE
- METHYL (2R)-2-AMINO-3-(2,6-DICHLORO(3-PYRIDYL))PROPANOATE
- METHYL (2R)-2-AMINO-3-(2,6-DIFLUOROPYRIDIN-3-YL)PROPANOATE
- METHYL (2R)-2-AMINO-3-(2,6-DIMETHYL(3-PYRIDYL))PROPANOATE
- methyl (R)-aminophenylacetate
- methyl (2R)-2-amino-3-(2-fluorophenyl)propanoate hydrochloride
- METHYL (2R)-2-AMINO-3-(2-AMINO-4-FLUOROPHENYL)PROPANOATE
- (Z)-Cefdinir
- Cefdinir Impurity E