(+/-)-(2RS,3SR)-Methyl 2-(benzyloxycarbonylamino)-3-hydroxy-3-phenylpropanoate → (+)-(2S,3R)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate

HRID 879029Notes

Reaction equation

HRID 879029 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH:13]([OH:18])[C:14]([O:16][CH3:17])=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC(NC(C(O)C1C=CC=CC=1)C(OC)=O)=O)C1C=CC=CC=1>>[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C@H:13]([OH:18])[C:14]([O:16][CH3:17])=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 18790800(+/-)-(2RS,3SR)-Methyl 2-(benzyloxycarbonylamino)-3-hydroxy-3-phenylpropanoateHCID 22389496N-Carbobenzyloxy-beta-phenyl isoserine methyl ester

Product 1

HCID 15837581(+)-(2S,3R)-methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate

Procedure

(±)-(2RS,3SR)-Methyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-phenylpropanoate ((±)-22a) and (±)-(2RS,3SR)-Methyl 2-(benzyloxycarbonylamino)-3-hydroxy-3-phenylpropanoate ((±)-22b).

Sources & evidence

ORD record
ord-c79f06cbe1464a40acde9e7b3b159e3f
Source dataset
uspto-grants-2015_03
Patent number
US08987504B2

Reaction notes

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