HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → tert-Butyl 4-[2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-3-oxopiperazine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | tert-Butyl 4-[2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-oxoethyl]-3-oxopiperazine-1-carboxylate | HCID 131732683 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-Butyl 4-[2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-3-oxopiperazine-1-carboxylate | HCID 89526106 | — |
Reaction Steps
To a solution of tert-Butyl 4-[2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)-2-oxoethyl]-3-oxopiperazine-1-carboxylate (160 mg, 0.41 mmol) in MeOH (10 ml) was added NaBH4 (31 mg, 0.82 mmol). The reaction was allowed to stir at RT for 2 hours. TLC showed clean conversion. The reaction was quenched by addition of water. The crude material was diluted with EtOAc, washed with water, dried over sodium sulfate, and concentrated to give the title compound. LC-MS (IE, m/z): 391 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999990B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-1f05013cb1564737908bf90ff28a3b68 |
| Source note | uspto-grants-2015_04 |