3-((R)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-2-isopropyl-5-methyl-isoxazolidine-5-carboxylic acid methyl ester

Base Information

• Chemical Name: 3-((R)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-2-isopropyl-5-methyl-isoxazolidine-5-carboxylic acid methyl ester
• CAS No.: 851228-81-4
• Molecular Formula: C₄₃H₇₇NO₅Si₂
• Molecular Weight: 744.259

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 3-((R)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-2-isopropyl-5-methyl-isoxazolidine-5-carboxylic acid methyl ester 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:

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate (114694-13-2) → 3-((R)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-2-isopropyl-5-methyl-isoxazolidine-5-carboxylic acid methyl ester (851228-81-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / dimethylsulfoxide / 2 h / 90 °C

2: 96 percent / DIBAL-H / CH₂Cl₂; hexane / 2 h / 0 °C

3: Et₃N / CH₂Cl₂ / 2 h / 20 °C

4: toluene / 2 h / 90 °C

With diisobutylaluminium hydride; triethylamine; In hexane; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1021/jm050738x

Reference yield:

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrien-24-ol (114694-12-1) → 3-((R)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-2-isopropyl-5-methyl-isoxazolidine-5-carboxylic acid methyl ester (851228-81-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / DMAP / CH₂Cl₂ / 3 h / 20 °C

2: 96 percent / dimethylsulfoxide / 2 h / 90 °C

3: 96 percent / DIBAL-H / CH₂Cl₂; hexane / 2 h / 0 °C

4: Et₃N / CH₂Cl₂ / 2 h / 20 °C

5: toluene / 2 h / 90 °C

With dmap; diisobutylaluminium hydride; triethylamine; In hexane; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1021/jm050738x

Reference yield:

(5Z,7E,20R)-1α,3β-bis<(tert-butyldimethylsilyl)oxy>-20-formylmethyl-9,10-seco-5,7,10(19)-pregnatriene (143884-26-8) → 3-((R)-2-{(1R,3aS,7aR)-4-[2-[(3S,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-eth-(E)-ylidene]-7a-methyl-octahydro-inden-1-yl}-propyl)-2-isopropyl-5-methyl-isoxazolidine-5-carboxylic acid methyl ester (851228-81-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: toluene / 2 h / 90 °C

With triethylamine; In dichloromethane; toluene;

DOI:10.1021/jm050738x

upstream raw materials:

C₃₈H₆₉NO₃Si₂

methacrylic acid methyl ester

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrienol 22-p-toluenesulfonate

(5Z,7E)-(1S,3R,20S)-1,3-bis<(tert-butyldimethylsilyl)oxy>-9,10-seco-22,23-dinor-5,7,10(19)-cholatrien-24-ol

Downstream raw materials:

C₄₂H₇₅NO₄Si₂

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