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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431834Generated: October 25, 2026

Trifluoroacetic acid → (2S,4R)-(4-Tritylsulfanyl-pyrrolidin-2-yl)-methanol

https://huagongshe.com/reaction/431834

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant(2S,4R)-2-hydroxymethyl-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 11271474—
SolventDichloromethaneHCID 6344—
Product(2S,4R)-(4-Tritylsulfanyl-pyrrolidin-2-yl)-methanolHCID 11451661111.4%

Reaction Steps

To 25.0 g (52.56 mmol) (2S,4R)-2-Hydroxymethyl-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid tert-butyl ester in 80 ml CH2Cl2 were added 40 ml TFA at 0° C., and the solution was stirred at RT over night. The solution was concentrated in vacuo, and the residue was redissolved in EtOAc, washed with sat. NaHCO3 solution, brine, and was dried over Na2SO4. 21.98 g (quant.) (2S,4R)-(4-Tritylsulfanyl-pyrrolidin-2-yl)-methanol were isolated as light brown foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06660738B2
Source datasetuspto-grants-2003_12
ORD IDord-07d9f9abd693436fa9f50059e6d22007
Source noteuspto-grants-2003_12