Benzyl piperazin-1-ylacetate → benzyl 4-(4-BOC-amidinobenzamidoacetyl)piperazin-1-ylacetate

HRID 1415674Notes

Reaction equation

HRID 1415674 reaction equation
[C:1]([C:8]1[CH:23]=[CH:22][C:11]([C:12]([NH:14][CH:15]([C:19](=[NH:21])[NH2:20])[C:16]([OH:18])=O)=[O:13])=[CH:10][CH:9]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[N:24]1([CH2:30][C:31]([O:33][CH2:34][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[O:32])[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1>>[C:1]([C:8]1[CH:9]=[CH:10][C:11]([C:12]([NH:14][CH:15]([C:19](=[NH:21])[NH2:20])[C:16]([N:27]2[CH2:26][CH2:25][N:24]([CH2:30][C:31]([O:33][CH2:34][C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)=[O:32])[CH2:29][CH2:28]2)=[O:18])=[O:13])=[CH:22][CH:23]=1)([O:3][C:4]([CH3:7])([CH3:5])[CH3:6])=[O:2]

Participants

3

Reactant 2

HCID 18423308Benzyl piperazin-1-ylacetateHCID 867540824-BOC-amidinobenzamidoacetic acid

Product 1

HCID 86754081benzyl 4-(4-BOC-amidinobenzamidoacetyl)piperazin-1-ylacetate

Procedure

4-(4-Amidinobenzamidoacetyl)piperazin-1-ylacetic acid, FAB 348, is obtained analogously from 4-(4-BOC-amidinobenzamidoacetyl)piperazin-1-ylacetic acid (FAB 448; obtainable by condensing 4-BOC-amidinobenzamidoacetic acid with benzyl piperazin-1-ylacetate to give benzyl 4-(4-BOC-amidinobenzamidoacetyl)piperazin-1-ylacetate and hydrogenolyzing the benzyl ester group).

Sources & evidence

ORD record
ord-8d7bca2b674147d3962ca1e32a2d007b
Source dataset
uspto-grants-1999_06
Patent number
US05908843

Reaction notes

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