(3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane

Base Information

• Chemical Name: (3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane
• CAS No.: 71496-86-1
• Molecular Formula: C₂₉H₅₀O
• Molecular Weight: 414.715
• Mol file: 71496-86-1.mol

Synonyms:

Chemical Property of (3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane

Chemical Property:

• Boiling Point: 442.6±13.0 °C(Predicted)
• Density: 0.98±0.1 g/cm3(Predicted)
• Solubility.: Chloroform, DCM, DMSO, Ethyl Acetate

Purity/Quality:

(3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane is an intermediate in the synthesis of Campesterol (C155360), a phytosterol, which may inhibit the intestinal absorption of cholesterol.

Technology Process of (3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane

There total 25 articles about (3β,5α,6β,24R)-6-Methoxy-3,5-cycloergostane 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: 82.0%

(22Z,24S)-6β-methoxy-24-methyl-3α,5-cyclo-5α-cholest-22-ene → 6β-methoxy-3α,5-cyclo-24-α-methyl-5α-cholestane (139403-46-6,139403-49-9,71496-86-1)

Guidance literature:

With platinum(IV) oxide; hydrogen; In ethanol; ethyl acetate; at 20 ℃;

DOI:10.1016/j.steroids.2019.05.003

Reference yield:

(24RS,E)-6β-methoxy-3α,5-cycloergostan-22-ene → 6β-methoxy-3α,5-cyclo-24-β-methyl-5α-cholestane (462092-59-7) + 6β-methoxy-3α,5-cyclo-24-α-methyl-5α-cholestane (139403-46-6,139403-49-9,71496-86-1)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; under 2585.81 Torr;

DOI:10.1016/j.tet.2012.04.060

Reference yield:

ethanol (64-17-5) + (24RS,E)-6β-methoxy-3α,5-cycloergostan-22-ene → (24S)-6β-ethoxy-3α,5-cycloergostane + (24R)-6β-ethoxy-3α,5-cycloergostane (1380442-20-5) + 6β-methoxy-3α,5-cyclo-24-β-methyl-5α-cholestane (462092-59-7) + 6β-methoxy-3α,5-cyclo-24-α-methyl-5α-cholestane (139403-46-6,139403-49-9,71496-86-1)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; at 20 ℃; under 2585.81 Torr;

DOI:10.1016/j.tet.2012.04.060

upstream raw materials:

(22E)-6β-methoxy-3α,5-cyclo-24-α-methyl-5α-cholest-22-ene

(20S)-6β-methoxy-3α,5-cyclo-5α-pregnane-20-carbaldehyde

(22E)-6β-methoxy-3α,5-cyclo-24-α-methyl-5α-cholest-22-en-26-ol

Toluene-4-sulfonic acid (E)-(3R,6R)-6-((1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalen-6-yl)-2,3-dimethyl-hept-4-enyl ester

Downstream raw materials:

Campesterol

Refernces

• 1、 O'Connell,O'Callaghan,O'Brien,Maguire,McCarthy. "Synthetic routes to campesterol and dihydrobrassicasterol: A first reported synthesis of the key phytosterol dihydrobrassicasterol". experimental part. p. 4995 - 5004. Retrieved 2012/08/28.
• 2、 Fujimoto, Yoshinori,Kimura, Miki,Khalifa, Fathy A. M.,Ikekawa, Nobuo. "Side Chain Structural Requirement for Utilization of Sterols by the Silkworm for Growth and Development. Non-stereoselective Utilization of the 24-Stereoisomeric Pairs of 24-Alkylsterols". . p. 4372 - 4381. Retrieved 2007/10/02.