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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1795680Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 21024016, compound

https://huagongshe.com/reaction/1795680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantEthoxyacetic acidHCID 12301—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantHCID 21024018HCID 21024018—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 21024016HCID 2102401686.3%

Reaction Steps

Ethoxyacetic acid (23 mg, 0.22 mmol), dicyclohexylcarbodiimide (55 mg, 0.27 mmol) and dimethylaminopyridine (5.4 mg, 0.27 mmol) were added to a solution of (8E,12E,14E)-7-acetoxy-3-t-butyldimethylsiloxy-6,21-dihydroxy-6,10,12,16,20-pentamethyl-18,19-epoxytricosa-8,12,14-trien-11-olide (29 mg, 0.044 mmol) in dichloromethane (3 mL) at room temperature. The mixture was stirred at room temperature for 4 hours. The reaction mixture was diluted with ethyl acetate, and filtered through Celite. The filtrate was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The resulting crude product was purified by silica gel column chromatography (Kanto silica gel 60N, spherical, neutral, 40 to 100 μm, eluate; hexane:ethyl acetate=70:30) to obtain the title compound (28 mg, 85%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07026352B1
Source datasetuspto-grants-2006_04
ORD IDord-f3606830fb214448af20ee5b60d731ed
Source noteuspto-grants-2006_04