3,5-Dinitrobenzoic acid → HCID 86752916, compound

HRID 1956997Notes

Reaction equation

HRID 1956997 reaction equation
Cl.C[O:3][C:4](=[O:29])[C@H:5]([CH2:19][C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22][CH:21]=1)[NH:6][C:7](=[O:18])[C@@H:8]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[NH:9][CH3:10].[N+:30]([C:33]1[CH:34]=[C:35]([CH:39]=[C:40]([N+:42]([O-:44])=[O:43])[CH:41]=1)[C:36]([OH:38])=O)([O-:32])=[O:31]>>[N+:42]([C:40]1[CH:39]=[C:35]([CH:34]=[C:33]([N+:30]([O-:32])=[O:31])[CH:41]=1)[C:36]([N:9]([CH3:10])[C@@H:8]([C:7]([NH:6][C@H:5]([C:4]([OH:29])=[O:3])[CH2:19][C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22][CH:21]=1)=[O:18])[CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:38])([O-:44])=[O:43]

Participants

3

Reactant 2

HCID 74333,5-Dinitrobenzoic acidHCID 67674832HCID 67674832, compound

Product 1

HCID 86752916HCID 86752916, compound

Procedure

Coupling of N-methyl-(D)-phenylalanyl-(L)-tryptophan methyl ester hydrochloride (see example 1) with 3,5-dinitrobenzoic acid according to example 12 followed by hydrolysis of the methyl ester moiety according to example 1 gives N-(3,5-dinitrobenzoyl)-N-methyl-(D)-phenylalanyl-(L)-tryptophan; FAB-MS m/e 558 (M-H)-.

Sources & evidence

ORD record
ord-d697a708dee744d59418e55688f6266c
Source dataset
uspto-grants-1998_07
Patent number
US05780498

Reaction notes

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