Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-Methylbutanal | HCID 11552 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 91541047 | HCID 91541047 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 91527739 | HCID 91527739 | 90.2% |
Reaction Steps
A solution of Example 283A (50 mg, 0.075 mmol) in dichloroethane (1 mL) was treated with isovaleraldehyde (10 mg, 1.5 equivalents), acetic acid (5 μL, 2 equivalents), and sodium triacetoxy borohydride (32 mg, 2 equivalents), stirred at 25° C. for 16 hrs. The mixture was quenched with 10% NaHCO3 (2 mL) and CHCl3. The organic layer was separated, dried over sodium sulfate, and the solvents were evaporated. The residue was purified using 5% methanol/CHCl3 to give 49 mg (89%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07696226B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-550e707a7ae340f4a92afea306fa2864 |
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| Source note | uspto-grants-2010_04 |
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