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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632062Generated: October 30, 2026

Lawesson's reagent → (S)-tert-Butyl 1-amino-3-cyclopropyl-1-thioxopropan-2-ylcarbamate

https://huagongshe.com/reaction/632062

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant(S)-tert-butyl 1-amino-3-cyclopropyl-1-oxopropan-2-ylcarbamateHCID 70082562—
SolventTolueneHCID 1140—
Product(S)-tert-Butyl 1-amino-3-cyclopropyl-1-thioxopropan-2-ylcarbamateHCID 8667475171%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of (S)-tert-butyl 1-amino-3-cyclopropyl-1-oxopropan-2-ylcarbamate (Example 38 a, 6.7 g, 29 mmol) and Lawesson's reagent (CAN 19172-47-5, 6.06 g, 15 mmol) in toluene (60 mL) was stirred at 90° C. for 2.5 h. After removal of the solvent in vacuo, the residue was purified by column chromatography (silica gel, 100 g, eluting with 5% methanol in ethyl acetate) to yield the title compound (5.1 g, 71%) as yellow solid; MS: m/e=267.1 [M+Na]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321727B2
Source datasetuspto-grants-2016_04
ORD IDord-ccd5beb50a8f492c91b8751e87cb9c16
Source noteuspto-grants-2016_04