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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2302211Generated: November 1, 2026

Ethylmorpholine → HCID 11567002, compound

https://huagongshe.com/reaction/2302211

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantBoc-D-phenylalanineHCID 637610—
Reactantmethyl L-prolinate hydrochlorideHCID 2733200—
SolventDimethylformamideHCID 6228—
ProductHCID 11567002HCID 11567002—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cold (0° C.) solution of Boc-D-Phe-OH (5 g) in N,N-dimethyl formamide (200 ml) were successively added 1-hydroxy benzotriazole (4.29 g), dicyclohexyl carbodimide (4.29 g), H-Pro-OMe.HCl (3.1 g) and N-ethylmorpholine (3 ml). The mixture was stirred at 0° C. for 1 hour and then kept at room temperature for 2 days. The mixture was cooled to −20° C. and dicyclohexylurea was removed by filtration. The filtrate was evaporated to dryness. The residue was dissolved in ethyl acetate and washed successively with 5% sodium hydrogen carbonate, 0.1M hydrogen chloride-solution, saturated aqueous sodium chloride, dried over sodium sulfate and concentrated in vacuo. The residue was chromatographed on silica gel in heptane/ethyl acetate=6/4 (v/v) as eluent. The fractions containing Boc-D-Phe-Pro-OMe were pooled and evaporated. Yield: 1.5 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06432921B1
Source datasetuspto-grants-2002_08
ORD IDord-7a93517c993e4b8c88e8cc8e51755cbe
Source noteuspto-grants-2002_08