4-Benzyloxyaniline → HCID 67009722, compound

HRID 1630045Notes

Reaction equation

HRID 1630045 reaction equation
[CH2:1]([O:8][C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=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:13][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:15][CH:14]=1)=[O:27]

Participants

3

Reactant 2

HCID 228604-BenzyloxyanilineHCID 90234L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-

Product 1

HCID 67009722HCID 67009722, compoundYield 84%

Procedure

Proceeding as in Reference 5, but substituting 4-(benzyloxy)aniline and (S)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)propanoic acid, gave (S)-2-amino-3-(benzyloxy)-N-(4-(benzyloxy)phenyl)propanamide (160 mg, 84%).

Sources & evidence

ORD record
ord-9a3da9f6bcbf48749b326793641838ae
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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