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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2400003Generated: November 2, 2026

Thionyl Chloride → (3aR,7S,7aR)-2-tert-butyloxycarbonyl-7-chloro-4,4-diphenylperhydroisoindole

https://huagongshe.com/reaction/2400003

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(3aR,4S,7aR)-2-t-butoxycarbonyl-7,7-diphenyl-4-perhydroisoindololHCID 11003741—
Product(3aR,7S,7aR)-2-tert-butyloxycarbonyl-7-chloro-4,4-diphenylperhydroisoindoleHCID 57032796—

Reaction Steps

A solution of 1 g of (3aR,4S,7aR)-2-tert-butyloxycarbonyl-7,7-diphenyl-4-perhydroisoindolol in 10 cm3 of thionyl chloride is stirred for 3 hours at 80° C. The reaction mixture is then concentrated to dryness under reduced pressure (2.7 kPa). 1.03 g of (3aR,7S,7aR)-2-tert-butyloxycarbonyl-7-chloro-4,4-diphenylperhydroisoindole are obtained in the form of a solid which is used in the crude state in the next test.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05451601
Source datasetuspto-grants-1995_09
ORD IDord-cb81e05e64a64a5cb1aed8bc121d2809
Source noteuspto-grants-1995_09