26-methylergosta-5,24(28)-dien-3β-ol

Base Information

• Chemical Name: 26-methylergosta-5,24(28)-dien-3β-ol
• CAS No.: 38636-50-9
• Molecular Formula: C₂₉H₄₈O
• Molecular Weight: 412.7
• Mol file: 38636-50-9.mol

Synonyms:

Chemical Property of 26-methylergosta-5,24(28)-dien-3β-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 26-methylergosta-5,24(28)-dien-3β-ol

There total 15 articles about 26-methylergosta-5,24(28)-dien-3β-ol 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: 67.0%

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-((1R,5S)-1,5-Dimethyl-4-methylene-heptyl)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene (105455-83-2) → 26-methylergosta-5,24(28)-dien-3β-ol (38636-50-9)

Guidance literature:

toluene-4-sulfonic acid; In 1,4-dioxane; water; at 80 ℃; for 1h;

DOI:10.1016/S0040-4039(00)84483-4

Reference yield:

(24(R,S),25(R,S))-27-methyl-6β-methoxy-3α,5-cylocholestane-24,26-diol (105139-88-6) → 26-methylergosta-5,24(28)-dien-3β-ol (38636-50-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) imidazole, 2.) pyridinium dichromate / 1.) DMF, r.t., 3 h, 2.) r.t., 11 h

2: n-butyllithium / diethyl ether / 6 h / Ambient temperature

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 9 h / Ambient temperature

4: pyridine / 24 h / Ambient temperature

5: sodium iodide / acetone / 24 h / Heating

6: sodium borohydride / dimethylsulfoxide / 13 h / Ambient temperature

7: p-toluenesulfonic acid / H₂O; dioxane / 1 h / Heating

With pyridine; 1H-imidazole; sodium tetrahydroborate; dipyridinium dichromate; n-butyllithium; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; sodium iodide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; dimethyl sulfoxide; acetone;

DOI:10.1021/ja00286a021

Reference yield:

25-carboethoxy-6β-methoxy-3α,5-cylo-27-norcholestan-24-one (104958-96-5) → 26-methylergosta-5,24(28)-dien-3β-ol (38636-50-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 95 percent / potassium tert-butoxide / tetrahydrofuran / 14 h / Ambient temperature

2: 97 percent / lithium aluminium hydride / diethyl ether / 0.5 h / Ambient temperature

3: 1.) imidazole, 2.) pyridinium dichromate / 1.) DMF, r.t., 3 h, 2.) r.t., 11 h

4: n-butyllithium / diethyl ether / 6 h / Ambient temperature

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 9 h / Ambient temperature

6: pyridine / 24 h / Ambient temperature

7: sodium iodide / acetone / 24 h / Heating

8: sodium borohydride / dimethylsulfoxide / 13 h / Ambient temperature

9: p-toluenesulfonic acid / H₂O; dioxane / 1 h / Heating

With pyridine; 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; dipyridinium dichromate; n-butyllithium; potassium tert-butylate; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; sodium iodide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; water; dimethyl sulfoxide; acetone;

DOI:10.1021/ja00286a021

upstream raw materials:

(1aR,3aR,3bS,5aR,6R,8aS,8bS,10R,10aR)-6-((1R,5S)-1,5-Dimethyl-4-methylene-heptyl)-10-methoxy-3a,5a-dimethyl-hexadecahydro-cyclopenta[a]cyclopropa[2,3]cyclopenta[1,2-f]naphthalene

(24(R,S),25(R,S))-27-methyl-6β-methoxy-3α,5-cylocholestane-24,26-diol

25-carboethoxy-6β-methoxy-3α,5-cylo-27-norcholestan-24-one

25-carboethoxy-26-methyl-6β-methoxy-3α,5-cylo-27-norcholestan-24-one