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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1534894Generated: November 3, 2026

Dicyclohexylcarbodiimide → HCID 131717181, compound

https://huagongshe.com/reaction/1534894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantFmoc-D-tryptophanHCID 978344—
ReactantH-Ser(tBu)-OtBu HClHCID 16211506—
SolventDimethylformamideHCID 6228—
SolventEthylmorpholineHCID 7525—
ProductHCID 131717181HCID 131717181—

Reaction Steps

To a solution ob 17.1 g (40 mmol) of Fmoc-D-Trp-OH, 10.12 g of H-Ser(tBu)-OtBu.HCl and 5.4 g of HOBt in 100 ml of dimethylformamide, 5.2 ml of N-ethylmorpholine are added at 0° C. with stirring, followed by 8.8 g of DCC. After allowing to stir for 1 hour at 0° C. and 3 hours at room temperature, the precipitate is filtered off with suction and the filtrate is concentrated in vacuo. The residue is dissolved in ethyl acetate and washed successively with water, saturated NaHCO3 solution and water, dried over Na2SO4 and concentrated in vacuo. The solution of the resulting oil in 70 ml of diethyl ether is dropper with stirring into 700 ml of petroleum ether. The precipitate is filtered off with suction and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05091367
Source datasetuspto-grants-1992_02
ORD IDord-c893d19a3136476b9740872f37ed6d6b
Source noteuspto-grants-1992_02