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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581626Generated: November 3, 2026

Diisopropylcarbodiimide → Ceramide 1

https://huagongshe.com/reaction/581626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylcarbodiimideHCID 12734—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantPhytosphingosineHCID 122121—
Reactant27-Stearoyloxyheptacosanoic acidHCID 18469464—
SolventTetrahydrofuranHCID 8028—
ProductCeramide 1HCID 58418606—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 27-stearoyloxyheptacosanoic acid (8.88 g, 12.8 mmoles), tetrahydrofuran (120 ml), dried 1-hydroxybenzotriazole (4 g, 34.1 mmoles), phytosphingosine (3.91 g, 12.33 mmoles) and N,N'-diisopropylcarbodiimide (2.55 ml, 16.3 mmoles) was stirred under nitrogen for 2 hours at 40° C. and for another 4 hours at 50° C. After filtration and recrystallisation from hot chloroform 8.84 g of the title compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05919960
Source datasetuspto-grants-1999_07
ORD IDord-c25ea80ba8e84203884479e5cc798775
Source noteuspto-grants-1999_07