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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600124Generated: October 31, 2026

Acetonitrile → 4-(4-S-Acetyl-2,5-anhydro-3-deoxy-4-thio-L-threo-pentonoyl)-1-Piperazinecarboxylic acid phenylmethyl ester

https://huagongshe.com/reaction/1600124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant18-Crown-6HCID 28557—
ReactantPotassium ethanethioateHCID 23670855—
Reactant4-(2,5-Anhydro-4-bromo-3,4-dideoxy-D-erythropentonoyl)-1-piperazinecarboxylic acid phenylmethyl esterHCID 131719855—
SolventEthyl acetate hexaneHCID 21226206—
Product4-(4-S-Acetyl-2,5-anhydro-3-deoxy-4-thio-L-threo-pentonoyl)-1-Piperazinecarboxylic acid phenylmethyl esterHCID 131719856—

Reaction Steps

The title compound is prepared by the procedure of Example 139 using 1.14 gof product from Example 151, 0.393 g of potassium thioacetate, 0.1517 g of 18-crown-6 and 10 ml of acetonitrile to give 0.928 g of the desired product after chromatography (silica gel: 10-60% ethyl acetate/hexane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05744465
Source datasetuspto-grants-1998_04
ORD IDord-2f6bf42711da40ef821c588736dd09aa
Source noteuspto-grants-1998_04