Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Methylbutanal | HCID 11552 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 53989020 | HCID 53989020 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54287955 | HCID 54287955 | — |
Reaction Steps
(S)-4-Methyl-2-methylamino-pentanoic acid {2-[(4-benzyloxy-phenyl)-(3-methyl-but-2-enyl)-amino]-1,1-dimethyl-ethyl}-amide (XIa, 0.67 mmol) was dissolved in CH2Cl2 (10 mL), treated with isovaleraldehyde (60.2 mg, 0.7 mmol), and stirred for 30 minutes. The reaction was cooled to 0° C. and NaBH(OAc)3 (212 mg, 1 mmol) was added. The mixture was stirred at room temperature for 15 hours, then washed with saturated sodium bicarbonate solution and concentrated. The residue was chromatographed on silica gel eluting with 4:1 hexane/EtOAc to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06251918B1 |
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| Source dataset | uspto-grants-2001_06 |
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| ORD ID | ord-c741d86e873d4396898ff66e236589fc |
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| Source note | uspto-grants-2001_06 |
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