DL-Phenylserine → 2-(2-Tert-butoxycarbonyl-ethyl)-5-phenyl-oxazole-4-carboxylic acid

HRID 42879

Reaction equation

HRID 42879 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([CH:7]([OH:13])[CH:8]([NH2:12])[C:9]([OH:11])=[O:10])=[CH:3][CH:2]=1.[C:14]([O:18][C:19](=[O:25])[CH2:20][CH2:21][C:22](O)=O)([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19]([CH2:20][CH2:21][C:22]1[O:13][C:7]([C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=2)=[C:8]([C:9]([OH:11])=[O:10])[N:12]=1)=[O:25])([CH3:17])([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 94134DL-PhenylserineHCID 41391074-(Tert-butoxy)-4-oxobutanoic acid

Product 1

HCID 669289862-(2-Tert-butoxycarbonyl-ethyl)-5-phenyl-oxazole-4-carboxylic acid

Procedure

Prepared starting from DL-3-phenylserine hydrate following sequentially general procedures W, X with succinic acid mono-tert-butyl ester, Y and Z. LC-MS-conditions 02: tR=0.95 min; [M+H]+=318.32.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0379fa74a66648168755aadb24833e17
Source dataset
uspto-grants-2013_09
Patent number
US08536209B2

Linked notes

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