3-Methyl-6-methoxyphthalic anhydride → [(3-methoxy-6-methylphthalimido)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid methyl ester

HRID 476702Notes

Reaction equation

HRID 476702 reaction equation
C(O)(=O)C.[CH3:5][O:6][P:7]([CH2:27][NH2:28])([CH2:9][CH:10]([C:15](=[O:26])[NH:16][C@H:17]([C:22](=[O:25])[NH:23][CH3:24])[CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:11][CH:12]([CH3:14])[CH3:13])=[O:8].[CH3:29][C:30]1[CH:40]=[CH:39][C:38]([O:41][CH3:42])=[C:32]2[C:33]([O:35][C:36](=O)[C:31]=12)=[O:34]>>[CH3:5][O:6][P:7]([CH2:27][N:28]1[C:33](=[O:34])[C:32]2=[C:38]([O:41][CH3:42])[CH:39]=[CH:40][C:30]([CH3:29])=[C:31]2[C:36]1=[O:35])([CH2:9][CH:10]([C:15](=[O:26])[NH:16][C@H:17]([C:22](=[O:25])[NH:23][CH3:24])[CH2:18][CH:19]([CH3:21])[CH3:20])[CH2:11][CH:12]([CH3:14])[CH3:13])=[O:8]

Participants

3

Reactant 2

HCID 33115153-Methyl-6-methoxyphthalic anhydrideHCID 86743557(aminomethyl)[(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid methyl ester acetate

Product 1

HCID 53651813[(3-methoxy-6-methylphthalimido)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid methyl esterYield 47.1%

Procedure

In a manner analogous to that described in Example 3(A), from 0.41 g of (aminomethyl)[(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid methyl ester acetate and 0.21 g of 3-methyl-6-methoxyphthalic anhydride there was obtained 0.245 g of [(3-methoxy-6-methylphthalimido)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid methyl ester in the form of a white foam.

Sources & evidence

ORD record
ord-b1bb29b03648403390ca9ecf4f85ebb2
Source dataset
uspto-grants-1989_12
Patent number
US04885283

Reaction notes

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