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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600137Generated: October 26, 2026

Pyridine → 1,4-Anhydro-2-deoxy-D-erythro-pentitol 5-(Trifluoromethanesulfonate)

https://huagongshe.com/reaction/1600137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTrifluoromethanesulfonic anhydrideHCID 67749—
Reactant1,2-DideoxyribofuranoseHCID 124657—
SolventDichloromethaneHCID 6344—
Product1,4-Anhydro-2-deoxy-D-erythro-pentitol 5-(Trifluoromethanesulfonate)HCID 86750349—

Reaction Steps

To a -20° C. solution, under argon, of 8.4 ml of trifluoromethanesulfonic anhydride in 75 ml of methylene chloride is added, dropwise, a solution of 5.9 g of product from Example 268 and 4.05 ml of pyridine in 25 ml of methylene chloride. The temperature is maintained below -10° C. during the addition. The progress of the reaction is monitored by tlc. The reaction is filtered and the filtrate concentrated in vacuo to an oily residue. The residue is purified by chromatography (silica gel: 50% ethyl acetate/hexane) to give 7.03 g of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05744465
Source datasetuspto-grants-1998_04
ORD IDord-127877cf59bb4cde852433987bf5a180
Source noteuspto-grants-1998_04