L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- → HCID 67010006, compound

HRID 1630051Notes

Reaction equation

HRID 1630051 reaction equation
[CH:1]1([O:7][C:8]2[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:15]([O:22][CH2:23][C@H:24]([NH:28]C(OC(C)(C)C)=O)[C:25](O)=[O:26])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[NH2:28][C@@H:24]([CH2:23][O:22][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:25]([NH:12][C:11]1[CH:10]=[CH:9][C:8]([O:7][CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)=[CH:14][CH:13]=1)=[O:26]

Participants

3

Reactant 2

HCID 90234L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-HCID 30268224-(cyclohexyloxy)aniline

Product 1

HCID 67010006HCID 67010006, compoundYield 50%

Procedure

Proceeding as in Reference 5, but substituting 4-(cyclohexyloxy)aniline and (S)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)propanoic acid, gave (S)-2-amino-3-(benzyloxy)-N-(4-(cyclohexyloxy)phenyl)propanamide (200 mg, 50%).

Sources & evidence

ORD record
ord-cc9faa134b5049be86d87301ff64dfe2
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

Loading…