Glutaric anhydride → HCID 53793929, compound

HRID 1018007Notes

Reaction equation

HRID 1018007 reaction equation
[CH3:1][O:2][C:3](=[O:36])[CH2:4][C@@H:5]([NH2:35])[C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:34])[CH2:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[CH3:31])=[O:23])=[C:17]([O:32][CH3:33])[CH:16]=2)=[CH:8][CH:7]=1.[C:37]1(=[O:44])[O:43][C:41](=[O:42])[CH2:40][CH2:39][CH2:38]1>O1CCCC1>[CH3:1][O:2][C:3](=[O:36])[CH2:4][C@@H:5]([NH:35][C:37](=[O:44])[CH2:38][CH2:39][CH2:40][C:41]([OH:43])=[O:42])[C:6]1[CH:7]=[CH:8][C:9]([NH:12][C:13](=[O:34])[CH2:14][C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22]([NH:24][C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[CH3:31])=[O:23])=[C:17]([O:32][CH3:33])[CH:16]=2)=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 7940Glutaric anhydrideHCID 54354360HCID 54354360, compound

Product 1

HCID 53793929HCID 53793929, compoundYield 108.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A stirred suspension of (R)-3-amino-3-(4-{3-methoxy-4-[3-(2-methylphenyl)ureido]-phenylacetylamino}phenyl)-propanoic acid methyl ester (0.75 g, Reference Example 30) in anhydrous tetrahydrofuran (25 ml), under an atmosphere of argon, was treated with glutaric anhydride (0.18 g). After stirring at ambient temperature for 4 hours the reaction mixture was evaporated to give the title compound (1.0 g) as a white solid.

Workup

  1. customwas evaporated

Sources & evidence

ORD record
ord-cac2cee614634223852c1c04e0d3a53b
Source dataset
uspto-grants-2002_11
Patent number
US06479519B1

Reaction notes

Loading…