Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1245027Generated: October 26, 2026

(2S,4R)-1-[(benzyloxy)carbonyl]-4-methoxypyrrolidine-2-carboxylic acid → (8aS)-2,2-Difluoro-1,2,3,5,6,7,8,8a-octahydroindolizin-7-one

https://huagongshe.com/reaction/1245027

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,4R)-1-[(benzyloxy)carbonyl]-4-methoxypyrrolidine-2-carboxylic acidHCID 12849521—
Reactant4-(1-Allyloxycarbonyl-1,2,3,6-tetrahydropyridin-4-yl]-2-(4-fluorophenyl)-3-(2-fluoropyridin-4-yl)-1H-pyrroleHCID 21922685—
Reactant(S)-1-((Benzyloxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acidHCID 53909714—
Product(8aS)-2,2-Difluoro-1,2,3,5,6,7,8,8a-octahydroindolizin-7-oneHCID 57457954—

Reaction Steps

In a similar manner to the procedures described in Preparative Examples 1(i)′, (ii) and (iii) above, reactions were carried out successively, using (2S)-1-benzyloxycarbonyl-4,4-difluoroproline as a starting material instead of (2S,4R)-1-benzyloxycarbonyl-4-methoxyproline, to give the title compound as a pale yellow oil (total yield for the 3 steps: 14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122666B2
Source datasetuspto-grants-2006_10
ORD IDord-4d33df723ad049658393bd644b36894e
Source noteuspto-grants-2006_10