HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl chloroformate → HCID 58430940, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl chloroformate | HCID 10387 | — |
| Reactant | HCID 67390605 | HCID 67390605 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58430940 | HCID 58430940 | 48.6% |
Reaction Steps
To a solution of crude {1-[5-(1-amino-1-methyl-ethyl)-furan-2-yl]-cyclopropyl}-carbamic acid tert-butyl ester (451 mg, 1.61 mmol) in a mixture of THF (8.0 mL) and water (1.6 mL), was added Li2CO3 (297 mg, 4.02 mmol) followed by benzyl chloroformate (0.57 mL, 4.0 mmol). This was stirred for 2.5 h then diluted with water (50 mL) and extracted EtOAc (3×50 mL). The combined organic layers were dried with Na2SO4 and concentrated to give a red residue. The residue was purified by flash chromatography (silica, 20->40% EtOAc/hexanes) to give 324 mg of the title compound as a yellow oil, m/z 437.64 [M+Na]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552205B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-a8b19527e17e4ec6be15be530e70e3c9 |
| Source note | uspto-grants-2013_10 |