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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1008284Generated: October 31, 2026

Sodium Methoxide → methyl 3-(R)-n-butyl-3-[2-(S)-tert-butoxycarbonylpyrrolidin-1-yl-carbonyl)-2-(S)-hydroxypropionate

https://huagongshe.com/reaction/1008284

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant1-(2,2-dimethyl-4-oxo-1,3-dioxolan-5-yl)-1-(2-(S)-tert-butoxycarbonylpyrrolidin-1-ylcarbonyl)pentaneHCID 69920731—
SolventMethanolHCID 887—
Productmethyl 3-(R)-n-butyl-3-[2-(S)-tert-butoxycarbonylpyrrolidin-1-yl-carbonyl)-2-(S)-hydroxypropionateHCID 59908531—

Reaction Steps

To 1-(2,2-dimethyl-4-oxo-1,3-dioxolan-5-yl)-1-(2-(S)-tert-butoxycarbonylpyrrolidin-1-ylcarbonyl)pentane G-2 (5 mmol, 50%) (5 mmol) in methanol (20 mL) was added sodium methoxide (catalytic; pH adjusted to 10) and the solution stirred for 1 hour. Amberlite IR-120 resin (H+ form) was added, then the solution was filtered and concentrated to afford methyl 3-(R)-n-butyl-3-[2-(S)-tert-butoxycarbonylpyrrolidin-1-yl-carbonyl)-2-(S)-hydroxypropionate G-3 (quant.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06797820B2
Source datasetuspto-grants-2004_09
ORD IDord-a4ded97f8eca4a3c9bca86ffd47ef7f4
Source noteuspto-grants-2004_09