HCID 57842704, compound → (S)-4-(2-(3-(1-(benzyloxycarbonylamino)ethyl)phenylcarbamoyloxy)ethyl)-3-methylphenylbromide

HRID 735649Notes

Reaction equation

HRID 735649 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(OCC)=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NC1C=C([C@@H](NC(=O)OCC2C=CC=CC=2)C)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:20]=[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:22]=[CH:23][CH:24]=1)[CH3:13])=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 57842704HCID 57842704, compoundHCID 57842795(S)-benzyl 1-(3-aminophenyl)ethylcarbamateHCID 578428522-(4-Bromo-2-methylphenyl)ethanol

Product 1

HCID 57842764(S)-4-(2-(3-(1-(benzyloxycarbonylamino)ethyl)phenylcarbamoyloxy)ethyl)-3-methylphenylbromideYield 9%

Procedure

Using a procedure analogous to that used to prepare 34D, 59B (1.5 g 5.5 mmol) was reacted with 30B to give 59C (2.46 g, 9%) as an oil. MS (ESI) m/z 512.2 (M+H)+.

Sources & evidence

ORD record
ord-7e5b5a279a1446b8ad9751748742fc21
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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