(R)-ethyl 3-(3-aminophenyl)-3-(benzyloxycarbonylamino)propanoate → (R)-ethyl 3-(benzyloxycarbonylamino)-3-(3-((4-bromo-2-methylphenethoxy)carbonylamino)phenyl)propanoate

HRID 735613Notes

Reaction equation

HRID 735613 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26]([O:28][CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([Br:37])=[CH:33][C:32]=2[CH3:38])=[O:27])[CH:20]=1)[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NC1C=C([C@H](NC(OCC2C=CC=CC=2)=O)CC(OCC)=O)C=CC=1.BrC1C=CC(CCO)=C(C)C=1>>[CH2:1]([O:8][C:9]([NH:11][C@@H:12]([C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([NH:25][C:26]([O:28][CH2:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([Br:37])=[CH:33][C:32]=2[CH3:38])=[O:27])[CH:20]=1)[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 57842606(R)-ethyl 3-(3-aminophenyl)-3-(benzyloxycarbonylamino)propanoateHCID 57842704HCID 57842704, compoundHCID 578428522-(4-Bromo-2-methylphenyl)ethanol

Product 1

HCID 57842714(R)-ethyl 3-(benzyloxycarbonylamino)-3-(3-((4-bromo-2-methylphenethoxy)carbonylamino)phenyl)propanoateYield 56%

Procedure

Using a procedure analogous to that used to prepare 34D, 39C (1.12 g, 3.3 mmol) was reacted with 30B (700 mg, 3.3 mmol) to afford 39D (1.07 g, 56%) as a colorless oil. MS (ESI) m/z 583.13/585.13 (M+H)+.

Sources & evidence

ORD record
ord-21537bb8dfdf4c2e86c9528821938f5e
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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