Benzenamine, 4-(3-chlorophenoxy)- → HCID 67009129, compound

HRID 1630055Notes

Reaction equation

HRID 1630055 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[O:5][C:6]1[CH:12]=[CH:11][C:9]([NH2:10])=[CH:8][CH:7]=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:10][C:9]1[CH:11]=[CH:12][C:6]([O:5][C:4]2[CH:13]=[CH:14][CH:15]=[C:2]([Cl:1])[CH:3]=2)=[CH:7][CH:8]=1)=[O:27]

Participants

3

Reactant 2

HCID 41972Benzenamine, 4-(3-chlorophenoxy)-HCID 90234L-Serine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-

Product 1

HCID 67009129HCID 67009129, compoundYield 90%

Procedure

Proceeding as in Reference 5, but substituting 4-(3-chlorophenoxy)aniline and (S)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)propanoic acid, gave (S)-2-amino-3-(benzyloxy)-N-(4-(3-chlorophenoxy)phenyl)propanamide (349 mg, 90%).

Sources & evidence

ORD record
ord-5fb617fb64484fe3aa2ff4ddf62276c2
Source dataset
uspto-grants-2014_07
Patent number
US08791102B2

Reaction notes

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