L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- → HCID 67010016, compound

HRID 1630044Notes

Reaction equation

HRID 1630044 reaction equation
[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([O:7][C:8]2[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[CH2:16]([O:23][CH2:24][C@H:25]([NH:29]C(OC(C)(C)C)=O)[C:26](O)=[O:27])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>>[NH2:29][C@@H:25]([CH2:24][O:23][CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:26]([NH:12][C:11]1[CH:13]=[CH:14][C:8]([O:7][C:4]2[CH:3]=[CH:2][C:1]([CH3:15])=[CH:6][CH:5]=2)=[CH:9][CH:10]=1)=[O:27]

Participants

3

Reactant 2

HCID 90234L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-HCID 945194-(p-Tolyloxy)aniline

Product 1

HCID 67010016HCID 67010016, compoundYield 92%

Procedure

Proceeding as in Reference 5, but substituting 4-(p-tolyloxy)aniline and (S)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)propanoic acid, gave (S)-2-amino-3-(benzyloxy)-N-(4-(p-tolyloxy)phenyl)propanamide (350 mg, 92%).

Sources & evidence

ORD record
ord-e405dee1d1504ecd96b651204eb8ae3a
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

Loading…