(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-iodophenyl)propanoic acid → 4-[(s)-2-Tert-butoxycarbonylamino-3-(4-iodo-phenyl)-propionyl]-piperazine-1-carboxylic acid butyl ester

HRID 1182673Notes

Reaction equation

HRID 1182673 reaction equation
[NH:1]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[C@H:2]([C:11]([OH:13])=O)[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([I:10])=[CH:6][CH:5]=1.[CH2:21]([O:25][C:26]([N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1)=[O:27])[CH2:22][CH2:23][CH3:24]>>[CH2:21]([O:25][C:26]([N:28]1[CH2:33][CH2:32][N:31]([C:11](=[O:13])[C@@H:2]([NH:1][C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:3][C:4]2[CH:5]=[CH:6][C:7]([I:10])=[CH:8][CH:9]=2)[CH2:30][CH2:29]1)=[O:27])[CH2:22][CH2:23][CH3:24]

Participants

3

Reactant 2

HCID 2755956(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-iodophenyl)propanoic acidHCID 21963126Butyl piperazine-1-carboxylate

Product 1

HCID 667701534-[(s)-2-Tert-butoxycarbonylamino-3-(4-iodo-phenyl)-propionyl]-piperazine-1-carboxylic acid butyl ester

Procedure

This compound was prepared using a method analogous to that of Example 8, step 8.5 Boc-Phe(4-I)-OH replacing 2-phenoxyphenylboronic acid and piperazine-1-carboxylic acid butyl ester replacing intermediate 8.4.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-fe8bae641c0844f3abfd2eda1fa19f69
Source dataset
uspto-grants-2014_03
Patent number
US08664203B2

Reaction notes

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