4-Cyanobenzoic acid → HCID 18646532, compound

HRID 2248507Notes

Reaction equation

HRID 2248507 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=O)=[CH:5][CH:4]=1)#[N:2].[CH3:12][O:13][C:14](=[O:49])[C@H:15]([CH2:38][C:39]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[CH:42]=[CH:41][CH:40]=1)[NH:16][C:17](=[O:37])[C@H:18]([CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[NH:19][C:20](=[O:28])[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([NH2:27])[CH:22]=1>>[CH3:12][O:13][C:14](=[O:49])[C@H:15]([CH2:38][C:39]1[C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[CH:42]=[CH:41][CH:40]=1)[NH:16][C:17](=[O:37])[C@H:18]([CH2:29][C:30]([O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:31])[NH:19][C:20](=[O:28])[C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([NH:27][C:7](=[O:9])[C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:11][CH:10]=2)[CH:22]=1

Participants

3

Reactant 2

HCID 120874-Cyanobenzoic acidHCID 53843273HCID 53843273, compound

Product 1

HCID 18646532HCID 18646532, compoundYield 56%

Procedure

By coupling 4-cyanobenzoic acid with N-[N-(m-aminobenzoyl)-3-(t-butoxycarbonyl)-L-alanyl]-3-(1-naphthyl)-L-alanine methyl ester there is obtained N-[3-(t-butoxycarbonyl)-N-[m-(p-cyanobenzamido)benzoyl]-L-alanyl]-3-(1-naphthyl)-L-alanine methyl ester, yield: 56% of theory, MS: 649 (M+H)+.

Sources & evidence

ORD record
ord-3fd761a48b8a4c98b6580aef898d9798
Source dataset
uspto-grants-1991_08
Patent number
US05039805

Reaction notes

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