HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium borohydride → HCID 86756662, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium borohydride | HCID 4148881 | — |
| Reactant | HCID 57150476 | HCID 57150476 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86756662 | HCID 86756662 | 96.1% |
Reaction Steps
To a solution of (2S, 4R)-4-(tert-butyldimethylsilyloxy)-1-(2-nitrophenyl) proline methyl ester (9.62 g) obtained in Reference Example 40 ml anhydrous tetrahydrofuran (300 ml), there was added, in small portions, 0.96 g of lithium borohydride under ice-cooling. After stirring the reaction liquid at room temperature over 15 hours, it was poured into ice water and then extracted with ethyl acetate. The organic phase thus obtained was washed with water, dried over anhydrous magnesium sulfate and then concentrated. The residue thus obtained was subjected to silica gel column chromatography and then eluted with ethyl acetate/hexane (1/9) to give 8.55 g (yield 96.1%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06225306B1 |
| Source dataset | uspto-grants-2001_05 |
| ORD ID | ord-d69405f105334d0d918a1e3862a624f9 |
| Source note | uspto-grants-2001_05 |