HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554560Generated: October 30, 2026
Dichloromethane → HCID 67458545, compound
https://huagongshe.com/reaction/554560
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 67460202 | HCID 67460202 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67458545 | HCID 67458545 | 58.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08048897B2 |
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| Source dataset | uspto-grants-2011_11 |
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| ORD ID | ord-7c0874327cfd4aff95eb102cc6900c0b |
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| Source note | uspto-grants-2011_11 |
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