HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → HCID 66922886, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | tert-Butyl 2-methylalaninate | HCID 7019940 | — |
| Reactant | HCID 66922813 | HCID 66922813 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66922886 | HCID 66922886 | 48% |
Reaction Steps
To a solution of Intermediate 2 (180 mg, 0.489 mmol) in THF (3 ml) was added tert-butyl 2-methylalaninate (Intermediate 8) (117 mg, 0.73 mmol), stirred for 30 minutes, and then NaBH(OAc)3 (310 mg, 1.467 mmol). The reaction was stirred for 24 hours, diluted with EtOAc and the organics washed with sat NaHCO3, brine, dried (MgSO4) and concentrated in vacuo. The residue was purified by preparative HPLC to provide the title compound (Intermediate 15) (120 mg, 48% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778953B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-b2391cef628446cfb7abdb44cb3325a5 |
| Source note | uspto-grants-2014_07 |