Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4423Generated: October 26, 2026

Dicyclohexylcarbodiimide → palmitoyl-L-Ala-D-Glu(OSu)OBzl

https://huagongshe.com/reaction/4423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN-HydroxysuccinimideHCID 80170—
Reactantpalmitoyl-L-Ala-D-Glu(OH)OBzlHCID 131714154—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
Productpalmitoyl-L-Ala-D-Glu(OSu)OBzlHCID 1317141537,846.1%

Reaction Steps

To a solution of palmitoyl-L-Ala-D-Glu(OH)OBzl (1)(1.84 g) in a mixture of tetrahydrofuran (20 ml) and chloroform (30 ml) were added N-hydroxysuccinimide (425 mg) and dicyclohexylcarbodiimide (728 mg). The reaction mixture was kept for 18 hours at room temperature and the precipitate was filtered off and washed with chloroform. The filtrate was concentrated in vacuo and the diisopropylether was added to the residue. The product was collected and dried to afford palmitoyl-L-Ala-D-Glu(OSu)OBzl (2)(170 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04725582
Source datasetuspto-grants-1988_02
ORD IDord-34b5a02bca8a409287c4f086e8e5d348
Source noteuspto-grants-1988_02