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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1720668Generated: November 1, 2026

Trifluoroacetic acid → Caprine

https://huagongshe.com/reaction/1720668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactanttert-butyl (2S)-2-aminohexanoateHCID 12451446—
SolventBenzeneHCID 241—
SolventDichloromethaneHCID 6344—
ProductCaprineHCID 21236—

Reaction Steps

358 mg of the isomer having a high Rf value of L-N-[(2S or R)-2-ethylsulfonylmethyl-4-methylpentanoyl]norleucine tert-butyl ester was dissolved in dry dichloromethane, and 1.5 ml of TFA was added thereto. The reaction solution was stirred at room temperature for 1.5 hours, and then concentrated under reduced pressure to obtain a syrup. The syrup was dissolved in benzene, and the solution was concentrated under reduced pressure. This operation was repeated. The syrup was crystallized from diethyl ether/n-hexane, and evaporated under reduced pressure to dryness to obtain 312 mg of L-N-[(2S or R)-2-ethylsulfonylmethyl-4-methylpentanoyl]norleucine as colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05506356
Source datasetuspto-grants-1996_04
ORD IDord-7e1b7c951f90477d9d59a8db85908289
Source noteuspto-grants-1996_04