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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480545Generated: October 29, 2026

Dicyclohexylcarbodiimide → HCID 54147379, compound

https://huagongshe.com/reaction/480545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantBenzyloxycarbonylglycineHCID 14349—
ReactantHCID 18764648HCID 18764648—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventChloroformHCID 6212—
ProductHCID 54147379HCID 5414737984.9%

Reaction Steps

A solution of DCC (2.1 g; 10.3 mmol) in CHCl3 (50 mL) was added dropwise to a solution of 2-hydroxy-N,N-dioctadecylacetamide (5 g; 8.6 mmol) and Z-glycine (2 g; 9.5 mmol) in CHCl3 (250 mL). DMAP (0.1 g; 0.9 mmol) was added to the resulting solution. After 1 h the reaction mixture was filtered and the solvent was evaporated. The crude was purified by flash chromatography (n-Hexane/EtOAc=7/3 (v/v)) to give the desired compound (5.6 g; 7.3 mmol). Yield 84%. HPLC: 99% (area %). K.F.: <0.1%. The 13C-NMR, MS and IR spectra were consistent with the structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06652834B2
Source datasetuspto-grants-2003_11
ORD IDord-1787c980b3714ab597c09b6148249333
Source noteuspto-grants-2003_11