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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2164471Generated: October 31, 2026

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

https://huagongshe.com/reaction/2164471

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 numberUS04504584
Source datasetuspto-grants-1985_03
ORD IDord-1966a6fedb5b4d5ea03c50f1d84a6fdd
Source noteuspto-grants-1985_03