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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371830Generated: November 3, 2026

Triethylsilane → (2S,4S)-N-Allyloxycarbonyl-2-[(E)-2-[4-(allyloxycarbonyl)piperazinvlcarbonyl]vinyl]-4-mercaptopyrrolidine

https://huagongshe.com/reaction/2371830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylsilaneHCID 12052—
Reactant(2S,4S)-N-allyloxycarbonyl-2-[(E)-2-[4-(allyloxycarbonyl)piperazinylcarbonyl]vinyl]-4-tritylthiopyrrolidineHCID 67917267—
Product(2S,4S)-N-Allyloxycarbonyl-2-[(E)-2-[4-(allyloxycarbonyl)piperazinvlcarbonyl]vinyl]-4-mercaptopyrrolidineHCID 86745546100%

Reaction Steps

The same operation as in Reference Example 4-2) was carried out by using (2S,4S)-N-allyloxycarbonyl-2-[(E)-2-[4-(allyloxycarbonyl)piperazinylcarbonyl]vinyl]-4-tritylthiopyrrolidine (the compound obtained in Reference Example 8-1); 1.97 g, 3.02 mmol) and triethylsilane (0.51 ml, 3.17 mmol), followed by flash column chromatographic purification on silica gel (Wakogel® C-300, 40 ml, elution with acetone-ethyl acetate 1:2) to give the title compound (1.24 g, 100% yield) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05095013
Source datasetuspto-grants-1992_03
ORD IDord-44904e23ea84451c8f1dd28e9f6717dd
Source noteuspto-grants-1992_03