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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554560Generated: October 30, 2026

Dichloromethane → HCID 67458545, compound

https://huagongshe.com/reaction/554560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantChlorotrimethylsilaneHCID 6397—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 67460202HCID 67460202—
SolventAcetonitrileHCID 6342—
ProductHCID 67458545HCID 6745854558.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

In a nitrogen stream, chlorotrimethylsilane (0.46 mL, 3.56 mmol) and sodium cyanoborohydride (230 mg, 3.65 mmol) were added to an solution of (4-cyclopropylphenyl)-[5-methyl-3-((1R,2S,3S,4R,5R)-2,3,4-trisbenzyloxy-5-benzyloxymethylcyclohexyloxy)thiophen-2-yl]methanone (237 mg, 0.30 mmol) in acetonitrile (5 mL) under cooling with ice and the reaction mixture was stirred at 0° C. for one hour. Methylene chloride was added thereto and the mixture was subjected to Celite filtration, and the solvent of the filtrate was distilled under reduced pressure. The obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:10)] to obtain the title compound (135 mg, 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048897B2
Source datasetuspto-grants-2011_11
ORD IDord-7c0874327cfd4aff95eb102cc6900c0b
Source noteuspto-grants-2011_11