HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → Tert-butyl(cis)-3-carbamothioylcyclopentylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | cis-3-(Boc-amino)cyclopentanecarboxamide | HCID 59028693 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Tert-butyl(cis)-3-carbamothioylcyclopentylcarbamate | HCID 131731762 | 103.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802711B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-e7ba1793535d442e9dfe9663a3f9129e |
| Source note | uspto-grants-2014_08 |