Dicyclohexylcarbodiimide → N-(1-Methylcyclobutyloxycarbonyl)-Aspartic Anhydride

HRID 1605192Notes

Reaction equation

[CH3:1][C:2]1([O:6][C:7]([NH:9][C@H:10]([C:15]([OH:17])=[O:16])[CH2:11][C:12]([OH:14])=O)=[O:8])[CH2:5][CH2:4][CH2:3]1.C1(N=C=NC2CCCCC2)CCCCC1>O1CCOCC1>[CH3:1][C:2]1([O:6][C:7]([NH:9][C@@H:10]2[C:15](=[O:16])[O:17][C:12](=[O:14])[CH2:11]2)=[O:8])[CH2:3][CH2:4][CH2:5]1

Participants

Conditions

Temperature: 25 °C

Procedure

A solution of 2.45 g. of N-(1-methylcyclobutyloxycarbonyl)-aspartic acid in 50 ml. of dioxane is prepared and 2.2 g. of dicyclohexylcarbodiimide is added with vigorous stirring. After stirring at 25°C. for 2 hours, the dicyclohexylurea is removed by filtration and the dioxane removed by evaporation in vacuo. The resulting solid is substantially pure N-(1-methylcyclobutyloxycarbonyl)-aspartic anhydride.

Workup

customthe dicyclohexylurea is removed by filtration
customthe dioxane removed by evaporation in vacuo

Sources & evidence

ORD record: ord-8d14d03cac0a414181a57490d0193c1f
Source dataset: uspto-grants-1976_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03948971

Reaction notes

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