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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2292177Generated: October 30, 2026

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

https://huagongshe.com/reaction/2292177

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 13171415378.5%

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)(1.70 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04801580
Source datasetuspto-grants-1989_01
ORD IDord-537d395ea02e4e1c845b6d816283279a
Source noteuspto-grants-1989_01