(3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione

Base Information

• Chemical Name: (3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione
• CAS No.: 86307-42-8
• Molecular Formula: C₄₁H₆₃N₃O₄Si
• Molecular Weight: 690.054

Synonyms:(3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione

Chemical Property of (3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione

There total 3 articles about (3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione 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: 92.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (3bR,5aR,6R,8aR,10S)-6-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-10-((S)-5-hydroxy-2-methyl-cyclohex-1-enyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione (86307-41-7) → (3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione (86307-42-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 5h;

DOI:10.1016/S0040-4020(01)83478-5

Reference yield:

4-Phenylurazole (15988-11-1) → (3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione (86307-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / CH₂Cl₂ / 10 °C

2: 92 percent / imidazole / dimethylformamide / 5 h / 25 °C

With 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)83478-5

Reference yield:

25-hydroxy previtamin D3 (23357-18-8) → (3bR,5aR,6R,8aR,10S)-10-[(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione (86307-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / CH₂Cl₂ / 10 °C

2: 92 percent / imidazole / dimethylformamide / 5 h / 25 °C

With 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)83478-5

upstream raw materials:

tert-butyldimethylsilyl chloride

(3bR,5aR,6R,8aR,10S)-6-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-10-((S)-5-hydroxy-2-methyl-cyclohex-1-enyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione

4-Phenylurazole

25-hydroxy previtamin D₃

Downstream raw materials:

(3bR,5aR,6R,8aR,10S)-10-[(R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-3-oxo-cyclohex-1-enyl]-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione

(3bR,5aR,6R,8aR,10S)-6-((R)-5-Hydroxy-1,5-dimethyl-hexyl)-10-((R)-5-hydroxy-2-methyl-3-oxo-cyclohex-1-enyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione

(3bR,5aR,6R,8aR,10S)-10-((3S,5R)-3,5-Dihydroxy-2-methyl-cyclohex-1-enyl)-6-((R)-5-hydroxy-1,5-dimethyl-hexyl)-5a-methyl-2-phenyl-4,5,5a,6,7,8,8a,10-octahydro-3bH-2,3a,10a-triaza-dicyclopenta[a,f]naphthalene-1,3-dione

[2H]-Pre-1,25-D₃

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