(S)-1-Cbz-3-Aminopyrrolidine → HCID 54579784, compound

HRID 1852013Notes

Reaction equation

HRID 1852013 reaction equation
[NH2:1][C@H:2]1[CH2:6][CH2:5][N:4]([C:7]([O:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])[CH2:3]1.C([O:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[C:30]1[CH:35]=[CH:34][C:33]([CH2:36][N:37]2[C:45]3[C:40](=[CH:41][C:42]([C:46](O)=[O:47])=[CH:43][CH:44]=3)[C:39]([CH3:49])=[C:38]2[CH3:50])=[CH:32][CH:31]=1)=[O:23])(C)(C)C>>[CH2:10]([O:9][C:7]([N:4]1[CH2:5][CH2:6][C@H:2]([NH:1][C:46]([C:42]2[CH:41]=[C:40]3[C:45](=[CH:44][CH:43]=2)[N:37]([CH2:36][C:33]2[CH:32]=[CH:31][C:30]([C:25]4[C:24]([C:22]([OH:23])=[O:21])=[CH:29][CH:28]=[CH:27][CH:26]=4)=[CH:35][CH:34]=2)[C:38]([CH3:50])=[C:39]3[CH3:49])=[O:47])[CH2:3]1)=[O:8])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 1519355(S)-1-Cbz-3-AminopyrrolidineHCID 710746641-((2'-(tert-Butoxycarbonyl)biphenyl-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid2×

Product 1

HCID 54579784HCID 54579784, compound

Procedure

The title compound was prepared following the same general synthetic procedure as described in Steps 3-4, Example 2, starting with (S)-benzyl 3-aminopyrrolidine-1-carboxylate and 1-((2′-(tert-butoxycarbonyl)-[1,1′-biphenyl]-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid instead of (S)-1-(4-(tert-butyl)phenyl)ethanaminium chloride and 1-((2′-(tert-butoxycarbonyl)-[1,1′-biphenyl]-4-yl)methyl)-2,3-dimethyl-1H-indole-5-carboxylic acid. ESI-MS (m/z): 601 [M+1]+.

Sources & evidence

ORD record
ord-6ceecc45b15040ff9f996a00038c03c6
Source dataset
uspto-grants-2015_02
Patent number
US08957093B2

Reaction notes

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