Methanol → HCID 42643386, compound

Participants

Reaction Steps

18.1 To a stirred solution of 200 mg (2S,4R)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-2-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester (example 17.2) at r.t. in 5 ml THF under an argon atmosphere were added 78 mg sodium methylate. The resulting suspension was heated to reflux for 4 hrs, then treated again with 78 mg sodium methylate and 1.5 ml MeOH and refluxed overnight. The reaction mixture was cooled to r.t. and concentrated. The crude product was purified by column chromatography (silica gel, gradient: cyclohexane->cyclohexane/EtOAc 35:65) to give (2S,4R)-4-[(5-chloro-thiophene-2-carbonyl)-amino]-2-methoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester as colorless gum. MS 375.0 ([M+H]+)

Provenance & Evidence