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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 501638Generated: October 25, 2026

(2R,3R)-3-(tert-Butyl-dimethylsilanyloxy)-2-[(1R)-(2,2,2-trifluoro-1-hydroxyethyl)]pyrrolidine-1-carboxylic acid tert-butyl ester → (1S,7R,7aR)-2-Chloro-4-(7-hydroxy-1-trifluoromethyl-3-oxohexahydro-pyrrolo[1,2-c]imidazol-2-yl)-3-fluorobenzonitrile

https://huagongshe.com/reaction/501638

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R,3R)-3-(tert-Butyl-dimethylsilanyloxy)-2-[(1R)-(2,2,2-trifluoro-1-hydroxyethyl)]pyrrolidine-1-carboxylic acid tert-butyl esterHCID 16732286—
Reactant4-Isocyanato-3-fluoro-2-chlorobenzonitrileHCID 59754281—
Product(1S,7R,7aR)-2-Chloro-4-(7-hydroxy-1-trifluoromethyl-3-oxohexahydro-pyrrolo[1,2-c]imidazol-2-yl)-3-fluorobenzonitrileHCID 59754245—

Reaction Steps

The title compound was prepared from (2R,3R)-3-(tert-butyl-dimethylsilanyloxy)-2-[(1R)-(2,2,2-trifluoro-1-hydroxyethyl)]pyrrolidine-1-carboxylic acid tert-butyl ester (66A) and 2-chloro-4-isocyanato-3-fluorobenzonitrile (73C) following procedures analogous to those found in Example 72. LCMS: m/z 364[M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772267B2
Source datasetuspto-grants-2010_08
ORD IDord-fc85a4ab8cbe402b8cb2cfdf1c6ca6fa
Source noteuspto-grants-2010_08