P-Toluic Acid → HCID 67675739, compound

HRID 1956980Notes

Reaction equation

HRID 1956980 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].[CH3:30][C:31]1[CH:32]=[CH:33][C:34]([C:37]([OH:39])=O)=[CH:35][CH:36]=1>>[CH3:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]([N:9]([CH3:10])[C@@H:8]([C:7]([NH:6][C@H:5]([C:4]([OH:29])=[O:3])[CH2:19][C:20]2[C:28]3[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=3)[NH:22][CH:21]=2)=[O:18])[CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:39])=[CH:33][CH:32]=1

Participants

3

Reactant 2

HCID 7470P-Toluic AcidHCID 67674832HCID 67674832, compound

Product 1

HCID 67675739HCID 67675739, compound

Procedure

Coupling of N-methyl-(D)-phenylalanyl-(L)-tryptophan methyl ester hydrochloride (see example 1) with p-toluic acid according to example 12 followed by hydrolysis of the methyl ester moiety according to example 1 gives N-(4-methylbenzoyl)-N-methyl-(D)-phenylalanyl-(L)-tryptophan; FAB-MS m/e 484 (M+H)+.

Sources & evidence

ORD record
ord-6e07abcc155844e887870b6ae858ff06
Source dataset
uspto-grants-1998_07
Patent number
US05780498

Reaction notes

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