(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

Base Information

• Chemical Name: (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
• CAS No.: 90047-23-7
• Molecular Formula: C₂₉H₄₄O₃
• Molecular Weight: 440.667
• Mol file: 90047-23-7.mol

Synonyms:

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 3 articles about (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 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%

(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) → (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)

Guidance literature:

In ethanol; for 2.5h; Heating;

DOI:10.1021/jo00186a014

Reference yield:

C37H49N3O5 (90047-19-1,90820-36-3,90820-42-1) → (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)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / lithium aluminum hydride / tetrahydrofuran / 10 h / Heating

2: 44 percent / benzene; diethyl ether / 0.3 h / Irradiation

3: 82 percent / ethanol / 2.5 h / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; ethanol; benzene;

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) → (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)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 82 percent / ethanol / 2.5 h / Heating

In diethyl ether; ethanol; benzene;

DOI:10.1021/jo00186a014

upstream raw materials:

(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

(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

C₃₇H₄₉N₃O₅

Downstream raw materials:

24-epi-25-hydroxyergocalciferol

25-hydroxyergocalciferol

(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