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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 732372Generated: October 25, 2026

Methanol → HCID 68816116, compound

https://huagongshe.com/reaction/732372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant(2R,4R)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl esterHCID 6951202—
Reactant4-Methoxybenzyl 2,2,2-TrichloroacetimidateHCID 11087263—
CatalystLanthanum tris(trifluoromethanesulfonate)HCID 2733938—
SolventTolueneHCID 1140—
ProductHCID 68816116HCID 6881611684.2%

Reaction Steps

Add lanthanum triflate (3.6 g, 6.16 mmol) to a solution of 2,2,2-trichloro-acetimidic acid 4-methoxybenzyl ester (52.2 g, 185 mmol) and (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (30.2 g, 123 mmol) in toluene (200 mL). Stir 2.5 h, add methanol and concentrate. Dissolve in 25:75 dichloromethane:hexanes, filter away the insolubles and purify filtrate (silica gel chromatography, eluting with dichloromethane/ethyl acetate mixtures) to give the title compound (37.85 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585885B2
Source datasetuspto-grants-2009_09
ORD IDord-5b4d513008fa476ab107ad3badc70047
Source noteuspto-grants-2009_09