4α-ethynyl-5α-cholestan-3β-ol tetrahydropyranyl ether

Base Information

• Chemical Name: 4α-ethynyl-5α-cholestan-3β-ol tetrahydropyranyl ether
• CAS No.: 118724-60-0
• Molecular Formula: C₃₄H₅₆O₂
• Molecular Weight: 496.817
• Mol file: 118724-60-0.mol

Synonyms:

Chemical Property of 4α-ethynyl-5α-cholestan-3β-ol tetrahydropyranyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4α-ethynyl-5α-cholestan-3β-ol tetrahydropyranyl ether

There total 2 articles about 4α-ethynyl-5α-cholestan-3β-ol tetrahydropyranyl ether which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-[(3S,4R,5S,8S,9S,10R,13R,14S,17R)-4-((E)-2-Chloro-vinyl)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran (118724-51-9) → 4α-ethynyl-5α-cholestan-3β-ol tetrahydropyranyl ether (118724-60-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at 28 ℃; for 1h; Yield given;

DOI:10.1021/jo00267a018

Reference yield:

4α-formyl-5α-cholestan-3β-ol tetrahydropyranyl ether (118724-48-4) → 4α-ethynyl-5α-cholestan-3β-ol tetrahydropyranyl ether (118724-60-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 1.6 M n-butyllithium / 1.) THF, hexane, 25 deg C, 30 min, 2.) reflux, 1 h

2: 1.6 M n-butyllithium / tetrahydrofuran; hexane / 1 h / 28 °C

With n-butyllithium; In tetrahydrofuran; hexane;

DOI:10.1021/jo00267a018

upstream raw materials:

2-[(3S,4R,5S,8S,9S,10R,13R,14S,17R)-4-((E)-2-Chloro-vinyl)-17-((R)-1,5-dimethyl-hexyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-tetrahydro-pyran

4α-formyl-5α-cholestan-3β-ol tetrahydropyranyl ether