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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1599153Generated: November 2, 2026

4-Toluenesulfonyl chloride → (3aRS,4RS,6SR,7aSR)-6-p-toluenesulphonyloxymethyl-4-(2-fluorophenyl)-2-[2-(1-pyrrolidinyl)phenylacetyl]perhydroisoindol-4-ol

https://huagongshe.com/reaction/1599153

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant(3aRS,4RS,6SR,7aSR)-6-hydroxymethyl-4-(2-fluorophenyl)-2-[2-(1-pyrrolidinyl)phenylacetyl]perhydroisoindol-4-olHCID 86752420—
SolventTriethylamineHCID 8471—
Product(3aRS,4RS,6SR,7aSR)-6-p-toluenesulphonyloxymethyl-4-(2-fluorophenyl)-2-[2-(1-pyrrolidinyl)phenylacetyl]perhydroisoindol-4-olHCID 8675241926.1%

Reaction Steps

The procedure is as described for Example 13, starting from 0.2 g of (3aRS,4RS,6SR,7aSR)-6-hydroxymethyl-4-(2-fluorophenyl)-2-[2-(1-pyrrolidinyl)phenylacetyl]perhydroisoindol-4-ol, 0.168 g of p-toluenesulphonyl chloride and 0.124 cm3 of triethylamine, and gives 0.07 g of (3aRS,4RS,6SR,7aSR)-6-p-toluenesulphonyloxymethyl-4-(2-fluorophenyl)-2-[2-(1-pyrrolidinyl)phenylacetyl]perhydroisoindol-4-ol in the form of a thick white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05739351
Source datasetuspto-grants-1998_04
ORD IDord-eedb23fb2fc24cb0a6de5046c40982df
Source noteuspto-grants-1998_04