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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669914Generated: October 30, 2026

1,1-Dimethylethyl (2R,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(hydroxymethyl)-1-pyrrolidinecarboxylate → 2-Chloro-4-[(3aR,4R)-4-hydroxy-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yl]-3-methylbenzonitrile

https://huagongshe.com/reaction/1669914

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl (2R,3S)-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-(hydroxymethyl)-1-pyrrolidinecarboxylateHCID 10925602—
Reactant1,2-Pyrrolidinedicarboxylic acid, 3-hydroxy-, 1-(1,1-dimethylethyl) 2-methyl ester, (2R,3S)-rel-HCID 10988545—
Reactant4-[(3aR,4S)-4-Hydroxy-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yl]-2-chloro-3-methylbenzonitrileHCID 11659900—
Product2-Chloro-4-[(3aR,4R)-4-hydroxy-1,1-dioxohexahydrothia-2,6a-diazapentalen-2-yl]-3-methylbenzonitrileHCID 11695574—

Reaction Steps

The title compound was prepared from (2S,3R)—N-tert-Butyloxycarbonyl-3-hydroxy-2-pyrrolidinecarboxylic acid methyl ester by procedures analogous to those described in Example 7 (7A to 7F). HRMS (ES) m/z 328.0528 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989640B2
Source datasetuspto-grants-2011_08
ORD IDord-174393d7b70a4bd8a0d907b3916b6c29
Source noteuspto-grants-2011_08