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19883-41-1

19883-41-1 Structure

19883-41-1 Structure
IdentificationMore
[Name]

H-D-PHG-OME HCL
[CAS]

19883-41-1
[Synonyms]

D-(-)-ALPHA-PHENYLGLYCINE METHYL ESTER HYDROCHLORIDE
D-ALPHA-PHENYLGLYCINE METHYL ESTER HYDROCHLORIDE
D-PHENYLGLYCINE METHYL ESTER HYDROCHLORIDE
D-PHENYLGLYCINE-OME HCL
H-D-PHG-OME HCL
(R)-(-)-2-PHENYLGLYCINE METHYL ESTER HYDROCHLORIDE
methyl (R)-aminophenylacetate hydrochloride
R-phenylglycine methyl ester hydrochloride
D-Phenylglycine Methyl Ester HCl
R-Phenyl Glycine methyl ester HCL
(r)-(-)-à-aminophenylacetic acid methyl ester hydrochloride
d-(-)-à-phenylglycine methyl ester hydrochloride
D-(-)-A-PHENYLGLYCINE METHYL ESTER HYDROCHLORIDE
D-Phenylglycine methyl ester hydrochlorid
D-(-)-ɑ-Phenylglycine methyl ester hydrochloride, 96%
D-(-)-alpha-Phenylglycine methyl ester hydrochloride, 98+%
2-phenylglycine methyl ester hydrochloride
(R)-(-)-2-phenylglycine methyl ester Hydrochloride ,98%
D-Phenylycine methyl ester hydrichloride
D-Phenylglycine methyl·hydrochloric acid
[EINECS(EC#)]

243-399-9
[Molecular Formula]

C9H12ClNO2
[MDL Number]

MFCD00137487
[Molecular Weight]

201.65
[MOL File]

19883-41-1.mol
Chemical PropertiesBack Directory
[Melting point ]

189-191 °C(lit.)
[alpha ]

-118o (C=1 IN H2O)
[storage temp. ]

2-8°C
[solubility ]

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
[form ]

powder to crystal
[color ]

White to Almost white
[Optical Rotation]

[α]20/D 118°, c = 1 in H2O
[Detection Methods]

T
[BRN ]

3915654
[Major Application]

peptide synthesis
[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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319
[Precautionary statements ]

P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36:Irritating to the eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
[WGK Germany ]

3
[REACH Registrations]

Active
[HS Code ]

29224999
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Hazard InformationBack Directory
[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]

Methanol

67-56-1

D-2-Phenylglycine

875-74-1

H-D-PHG-OME HCL

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
Spectrum DetailBack Directory
[Spectrum Detail]

H-D-PHG-OME HCL(19883-41-1)1HNMR
H-D-PHG-OME HCL(19883-41-1)Raman
H-D-PHG-OME HCL(19883-41-1)IR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

D-(-)-alpha-Phenylglycine methyl ester hydrochloride, 96%(19883-41-1)
[Sigma Aldrich]

19883-41-1(sigmaaldrich)
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