4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid → tert-Butyl (4-{[((1R,2S)-2-{[(3aR,4R,9bR)-4-(methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl)amino]carbonyl}benzyl)carbamate

HRID 735755Notes

Reaction equation

HRID 735755 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]([OH:16])=O)=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.Cl.[CH3:21][O:22][CH2:23][C@H:24]1[C@H:33]2[CH2:34][CH2:35][N:36]([C:37]([C@H:39]3[CH2:44][CH2:43][CH2:42][CH2:41][C@H:40]3[NH2:45])=[O:38])[C@H:32]2[C:31]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[NH:25]1>>[CH3:21][O:22][CH2:23][C@H:24]1[C@H:33]2[CH2:34][CH2:35][N:36]([C:37]([C@H:39]3[CH2:44][CH2:43][CH2:42][CH2:41][C@H:40]3[NH:45][C:14]([C:13]3[CH:12]=[CH:11][C:10]([CH2:9][NH:8][C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[CH:18][CH:17]=3)=[O:16])=[O:38])[C@H:32]2[C:31]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[NH:25]1

Participants

3

Reactant 2

HCID 8536054-(((tert-Butoxycarbonyl)amino)methyl)benzoic acidHCID 67150533(1R,2S)-2-{[(3aR,4R,9bR)-4-(methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexaneamine dihydrochloride

Product 1

HCID 57846897tert-Butyl (4-{[((1R,2S)-2-{[(3aR,4R,9bR)-4-(methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexyl)amino]carbonyl}benzyl)carbamate

Procedure

In the same manner as in Reference Example 19 and using 4-{[(tert-butoxycarbonyl)amino]methyl}benzoic acid and (1R,2S)-2-{[(3aR,4R,9bR)-4-(methoxymethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinolin-1-yl]carbonyl}cyclohexaneamine dihydrochloride, the title compound was synthesized.

Sources & evidence

ORD record
ord-ac8e2e58a06f44efb927b3faa2b0d77d
Source dataset
uspto-grants-2009_09
Patent number
US07592453B2

Reaction notes

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