Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54808Generated: October 26, 2026

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

https://huagongshe.com/reaction/54808

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 tic. 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 numberUS05623081
Source datasetuspto-grants-1997_04
ORD IDord-9cf9b2e152cf4134b30a35eb7c1e4df0
Source noteuspto-grants-1997_04