(E)-(R)-6-{(1R,7aR)-4-[2-[(S)-5-Hydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-methyl-hept-4-en-2-one

Base Information

• Chemical Name: (E)-(R)-6-{(1R,7aR)-4-[2-[(S)-5-Hydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-methyl-hept-4-en-2-one
• CAS No.: 90047-24-8
• Molecular Formula: C₂₇H₄₀O₂
• Molecular Weight: 396.613
• Mol file: 90047-24-8.mol

Synonyms:

Chemical Property of (E)-(R)-6-{(1R,7aR)-4-[2-[(S)-5-Hydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-methyl-hept-4-en-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(R)-6-{(1R,7aR)-4-[2-[(S)-5-Hydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-methyl-hept-4-en-2-one

There total 4 articles about (E)-(R)-6-{(1R,7aR)-4-[2-[(S)-5-Hydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-methyl-hept-4-en-2-one 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: 99.0%

(S)-4-Methylene-3-[2-[(1R,7aR)-7a-methyl-1-[(E)-(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol (90047-23-7,90734-12-6,90820-40-9) → (E)-(R)-6-{(1R,7aR)-4-[2-[(S)-5-Hydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-methyl-hept-4-en-2-one (90047-24-8,90734-13-7,90820-41-0)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; water; for 1.5h; Heating;

DOI:10.1021/jo00186a014

Reference yield:

(S)-4-Methyl-3-((Z)-2-{(1R,7aR)-7a-methyl-1-[(E)-(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl}-vinyl)-cyclohex-3-enol (90047-22-6,90734-11-5,90820-39-6) → (E)-(R)-6-{(1R,7aR)-4-[2-[(S)-5-Hydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-methyl-hept-4-en-2-one (90047-24-8,90734-13-7,90820-41-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / ethanol / 2.5 h / Heating

2: 99 percent / p-toluene sulfonic acid / ethanol; H₂O / 1.5 h / Heating

With toluene-4-sulfonic acid; In ethanol; water;

DOI:10.1021/jo00186a014

Reference yield:

(3S,10R,13R,17R)-10,13-Dimethyl-17-[(E)-(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol (90047-21-5,90734-10-4,90820-38-5) → (E)-(R)-6-{(1R,7aR)-4-[2-[(S)-5-Hydroxy-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-3-methyl-hept-4-en-2-one (90047-24-8,90734-13-7,90820-41-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent / benzene; diethyl ether / 0.3 h / Irradiation

2: 82 percent / ethanol / 2.5 h / Heating

3: 99 percent / p-toluene sulfonic acid / ethanol; H₂O / 1.5 h / Heating

With toluene-4-sulfonic acid; In diethyl ether; ethanol; water; benzene;

DOI:10.1021/jo00186a014

upstream raw materials:

(S)-4-Methylene-3-[2-[(1R,7aR)-7a-methyl-1-[(E)-(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-cyclohexanol

(3S,10R,13R,17R)-10,13-Dimethyl-17-[(E)-(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol

(S)-4-Methyl-3-((Z)-2-{(1R,7aR)-7a-methyl-1-[(E)-(R)-1-methyl-4-(2-methyl-[1,3]dioxolan-2-yl)-pent-2-enyl]-2,3,3a,6,7,7a-hexahydro-1H-inden-4-yl}-vinyl)-cyclohex-3-enol

C₃₇H₄₉N₃O₅

Downstream raw materials:

25-hydroxyergocalciferol

24-epi-25-hydroxyergocalciferol