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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404393Generated: November 3, 2026

Ethyl Acetate → Tert-butyl(cis)-3-carbamothioylcyclopentylcarbamate

https://huagongshe.com/reaction/2404393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantLawesson's reagentHCID 87949—
Reactantcis-3-(Boc-amino)cyclopentanecarboxamideHCID 59028693—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl(cis)-3-carbamothioylcyclopentylcarbamateHCID 131731762103.9%

Reaction Steps

A solution of Example 120A (0.5 g, 2.2 mmol) in tetrahydrofuran (10 mL) was added Lawesson's reagent (0.53 g, 1.3 mmol). After stirring at room temperature for 5 hours, the reaction mixture was poured into ethyl acetate (50 mL). The organic layer was washed with saturated NaHCO3 aqueous solution and brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (Analogix® Intelliflash280™, SiO2, 0-100% of ethyl acetate in hexanes) to obtain 0.33 g of the title compound. MS (ESI+) M/Z 245 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802711B2
Source datasetuspto-grants-2014_08
ORD IDord-e7ba1793535d442e9dfe9663a3f9129e
Source noteuspto-grants-2014_08