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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13776Generated: October 29, 2026

Methanol → (3S,4S)-3-(Dimethylamino)-4-hydroxy-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl ester

https://huagongshe.com/reaction/13776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactant(3S,4S)-tert-Butyl 3-hydroxy-4-(methylamino)pyrrolidine-1-carboxylateHCID 46834660—
Product(3S,4S)-3-(Dimethylamino)-4-hydroxy-1-pyrrolidinecarboxylic acid 1,1-dimethylethyl esterHCID 66674043—

Reaction Steps

This compound was prepared in the same manner as in Reference Example 25 (step 1), except that (3S,4S)-1-(t-butoxycarbonyl)-3-hydroxy-4-(methylamino)pyrrolidine (Tetrahedron: Asymmetry, 2001, 12, 2989-2997) was used, and that the reaction was conducted for 1 hour under ice cooling, the reaction solution was alkalified with a 1N aqueous sodium hydroxide solution and methanol was mostly distilled off under reduced pressure, followed by extraction with ethyl acetate twice.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728131B2
Source datasetuspto-grants-2010_06
ORD IDord-86806af5067741a78f043db6e42cb4c4
Source noteuspto-grants-2010_06