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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069448Generated: October 29, 2026

3-Methylbutanal → HCID 54287955, compound

https://huagongshe.com/reaction/1069448

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethylbutanalHCID 11552—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 53989020HCID 53989020—
SolventDichloromethaneHCID 6344—
ProductHCID 54287955HCID 54287955—

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06251918B1
Source datasetuspto-grants-2001_06
ORD IDord-c741d86e873d4396898ff66e236589fc
Source noteuspto-grants-2001_06