3,6-Dimethoxyphthalic anhydride → [(3,6-dimethoxyphthalimido)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid ethyl ester

HRID 476714Notes

Reaction equation

HRID 476714 reaction equation
C(O)(=O)C.[CH2:5]([O:7][P:8]([CH2:28][NH2:29])([CH2:10][CH:11]([C:16](=[O:27])[NH:17][C@H:18]([C:23](=[O:26])[NH:24][CH3:25])[CH2:19][CH:20]([CH3:22])[CH3:21])[CH2:12][CH:13]([CH3:15])[CH3:14])=[O:9])[CH3:6].[CH3:30][O:31][C:32]1[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[C:34]2[C:35]([O:37][C:38](=O)[C:33]=12)=[O:36]>>[CH2:5]([O:7][P:8]([CH2:28][N:29]1[C:35](=[O:36])[C:34]2=[C:40]([O:43][CH3:44])[CH:41]=[CH:42][C:32]([O:31][CH3:30])=[C:33]2[C:38]1=[O:37])([CH2:10][CH:11]([C:16](=[O:27])[NH:17][C@H:18]([C:23](=[O:26])[NH:24][CH3:25])[CH2:19][CH:20]([CH3:21])[CH3:22])[CH2:12][CH:13]([CH3:15])[CH3:14])=[O:9])[CH3:6]

Participants

3

Reactant 2

HCID 27525923,6-Dimethoxyphthalic anhydrideHCID 86743561(aminomethyl)[(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid ethyl ester acetate

Product 1

HCID 54316219[(3,6-dimethoxyphthalimido)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid ethyl esterYield 50.1%

Procedure

In a manner analogous to that described in Example 3(A), from 0.5 g of (aminomethyl)[(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid ethyl ester acetate and 0.27 g of 3,6-dimethyoxyphthalic anhydride, there was obtained 0.325 g of [(3,6-dimethoxyphthalimido)methyl][(RS)-4-methyl-2-[[(S)-3-methyl-1-(methylcarbamoyl)butyl]carbamoyl]pentyl]phosphinic acid ethyl ester in the form of a pale yellow foam.

Sources & evidence

ORD record
ord-5751edeb9a5b4446bfd2cd5bad676f0e
Source dataset
uspto-grants-1989_12
Patent number
US04885283

Reaction notes

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