2-Phenylglycine → Phenylglycine, D-

HRID 1580808Notes

Reaction equation

[CH:1]1[CH:6]=[CH:5][C:4]([CH:7]([NH2:11])[C:8]([OH:10])=[O:9])=[CH:3][CH:2]=1.C1(S([O-])(=O)=O)C=CC=CC=1>>[CH:1]1[CH:2]=[CH:3][C:4]([C@@H:7]([NH2:11])[C:8]([OH:10])=[O:9])=[CH:5][CH:6]=1

Participants

Reactant 2

HCID 38662-Phenylglycine

HCID 91526Benzenesulfonate

Product 1

HCID 70134Phenylglycine, D-

Procedure

These objects are accomplished by a process wherein DL-α-phenylglycine in the form of a benzensulfonate salt is subjected to resolution to give the D-α-phenylglycine salt and the L-α-phenylglycine salt, the D-salt is purified and neutralized to give D-α-phenylglycine (salt free) and the L-salt is subjected to racemization and reused as a raw material in the processing sequence.

Sources & evidence

ORD record: ord-a3bd03515d1f467f8b78709218c2f605
Source dataset: uspto-grants-1976_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03933902

Reaction notes

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