4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole

Base Information

• Chemical Name: 4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole
• CAS No.: 725229-60-7
• Molecular Formula: C₄₂H₆₇N₃O₂Si₂
• Molecular Weight: 702.184
• Mol file: 725229-60-7.mol

Synonyms:4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole

Chemical Property of 4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole

There total 5 articles about 4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole 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: 94.0%

C33H51O3PSi2 + (1R,3aR,7aR)-7a-Methyl-1-[(R)-1-methyl-2-(1-phenyl-1H-[1,2,3]triazol-4-yl)-ethyl]-octahydro-inden-4-one (725229-55-0) → 4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole (725229-60-7)

Guidance literature:

C₃₃H₅₁O₃PSi₂; With n-butyllithium; In tetrahydrofuran;

(1R,3aR,7aR)-7a-Methyl-1-[(R)-1-methyl-2-(1-phenyl-1H-[1,2,3]triazol-4-yl)-ethyl]-octahydro-inden-4-one; In tetrahydrofuran; Further stages.;

DOI:10.1016/j.tetlet.2004.04.118

Reference yield:

(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol (64190-52-9) → 4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole (725229-60-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridine

1.2: 85 percent / 2,6-lutidine

2.1: 62 percent / n-BuLi

3.1: 67 percent / TBAF / tetrahydrofuran / 0 °C

4.1: 77 percent / CuSO₄*5H₂O; sodium ascorbate / H₂O; 2-methyl-propan-2-ol

5.1: 95 percent / TBAF / tetrahydrofuran

6.1: 93 percent / PDC / CH₂Cl₂

7.1: n-BuLi / tetrahydrofuran

7.2: 94 percent / tetrahydrofuran

With pyridine; dipyridinium dichromate; n-butyllithium; tetrabutyl ammonium fluoride; copper(II) sulfate; sodium L-ascorbate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2004.04.118

Reference yield:

des-A,B-8β-[(triethylsilyl)oxy]-22-(p-toluenesulfonyloxy)-23,24-dinorcholane (189102-18-9) → 4-((R)-2-{(1R,3aS,7aR)-4-[2-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-1-phenyl-1H-[1,2,3]triazole (725229-60-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 62 percent / n-BuLi

2.1: 67 percent / TBAF / tetrahydrofuran / 0 °C

3.1: 77 percent / CuSO₄*5H₂O; sodium ascorbate / H₂O; 2-methyl-propan-2-ol

4.1: 95 percent / TBAF / tetrahydrofuran

5.1: 93 percent / PDC / CH₂Cl₂

6.1: n-BuLi / tetrahydrofuran

6.2: 94 percent / tetrahydrofuran

With dipyridinium dichromate; n-butyllithium; tetrabutyl ammonium fluoride; copper(II) sulfate; sodium L-ascorbate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2004.04.118

upstream raw materials:

(1R,3aR,7aR)-7a-Methyl-1-[(R)-1-methyl-2-(1-phenyl-1H-[1,2,3]triazol-4-yl)-ethyl]-octahydro-inden-4-one

(8S,20S)-de-A,B-20-(hydroxymethyl)pregnan-8-ol

des-A,B-8β-[(triethylsilyl)oxy]-22-(p-toluenesulfonyloxy)-23,24-dinorcholane

Triethyl-[(1R,3aR,4S,7aR)-7a-methyl-1-((R)-1-methyl-but-3-ynyl)-octahydro-inden-4-yloxy]-silane