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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1074286Generated: October 31, 2026

Methyl iodide → HCID 14428808, compound

https://huagongshe.com/reaction/1074286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassiumHCID 5462222—
ReactantHCID 14428778HCID 14428778—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
ProductHCID 14428808HCID 1442880890%

Reaction Steps

100 mg of (22S)-1α,3β-diacetoxy-25-tetrahydropyranyloxy-cholest-5-en-23-yn-22-ol (IIIa1) obtained in Example 1 (1) was dissolved in 1.5 ml of dimethylsulfoxide, and after adding thereto 13.2 mg of powderous potassium hydroxyde and 31 μl of methyl iodide, the mixture was stirred for 3.5 hours at room temperature. The reaction solution was diluted with ethyl acetate, washed with water, dried over sodium sulfate, and concentrated. The residue was subjected to silica gel column chromatgraphy (solvent; n-hexane:ethyl acetate=7:1) for purification to give 92 mg of (22S)-1α,3β-diacetoxy-22-methoxy-25-tetrahydropyranyloxy-cholest-5-en-23-yn (IVb1) (yield: 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04973721
Source datasetuspto-grants-1990_11
ORD IDord-e201b51ffd3e4e33bf6346c09f54b8d1
Source noteuspto-grants-1990_11