Silane, (1,1-diMethylethyl)diMethyl[[(3β,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-yl]oxy]-

Base Information

• Chemical Name: Silane, (1,1-diMethylethyl)diMethyl[[(3β,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-yl]oxy]-
• CAS No.: 87649-55-6
• Molecular Formula: C₃₃H₅₈OSi
• Molecular Weight: 498.908
• Mol file: 87649-55-6.mol

Synonyms:Silane, (1,1-dimethylethyl)dimethyl[[(3β,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-yl]oxy]-;

Chemical Property of Silane, (1,1-diMethylethyl)diMethyl[[(3β,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-yl]oxy]-

Chemical Property:

• Boiling Point: 532.9±39.0 °C(Predicted)
• PSA: 9.23000
• Density: 0.92±0.1 g/cm3(Predicted)
• LogP: 10.64850

Purity/Quality:

98% or more ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Silane, (1,1-diMethylethyl)diMethyl[[(3β,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-yl]oxy]-

There total 11 articles about Silane, (1,1-diMethylethyl)diMethyl[[(3β,5E,7E)-9,10-secocholesta-5,7,10(19)-trien-3-yl]oxy]- 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: 95.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (5E)-cholecalciferol (67-97-0,7489-19-2,22350-41-0,57651-82-8,57651-83-9,98744-46-8,98818-17-8) → tert-Butyl-{(S)-3-[2-[(1R,3aS)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-4-methylene-cyclohexyloxy}-dimethyl-silane (87649-55-6,87649-56-7,101565-48-4)

Guidance literature:

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

DOI:10.1021/jo00359a061

Reference yield:

2-[(1R,2R,5R)-2-Benzenesulfonylmethyl-5-(1,5-dimethyl-hexyl)-1-methyl-cyclopentylmethyl]-oxirane (96700-56-0) → tert-Butyl-{(S)-3-[2-[(1R,3aS,7aR)-1-(1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyloxy}-dimethyl-silane (87649-55-6,87649-56-7,101565-48-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

2: pyridine / 1 h / 0 °C

3: H₂ / Pd/C / 10 h / Ambient temperature

4: 1.) LDA / 1.) THF, - 78 deg C

5: 5percent Na/Hg / methanol; tetrahydrofuran / 7 h / Ambient temperature

With pyridine; sodium amalgam; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol;

Reference yield:

[(1R,2R,5R)-2-Benzenesulfonylmethyl-5-(1,5-dimethyl-hexyl)-1-methyl-cyclopentyl]-acetaldehyde (96685-46-0) → tert-Butyl-{(S)-3-[2-[(1R,3aS,7aR)-1-(1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-4-methylene-cyclohexyloxy}-dimethyl-silane (87649-55-6,87649-56-7,101565-48-4)

Guidance literature:

Multi-step reaction with 6 steps

1: n-BuLi / tetrahydrofuran / 1.5 h / 0 °C

2: 50 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

3: pyridine / 1 h / 0 °C

4: H₂ / Pd/C / 10 h / Ambient temperature

5: 1.) LDA / 1.) THF, - 78 deg C

6: 5percent Na/Hg / methanol; tetrahydrofuran / 7 h / Ambient temperature

With pyridine; sodium amalgam; n-butyllithium; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol;

upstream raw materials:

Acetic acid 1-[(1R,3aR,7aR)-4-benzenesulfonyl-1-(1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-4-yl]-2-[(S)-5-(tert-butyl-dimethyl-silanyloxy)-2-methylene-cyclohex-(Z)-ylidene]-ethyl ester

(2Z)-2-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>-ethanol

(2Z)-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>acetaldehyde

(=)-*α-phenylsulfonyl-des-AB-cholestane

Downstream raw materials:

(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(Z)-ylidene]-2-methylene-cyclohexanol

1α-hydroxycholecalciferol

(1S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-[2-[(1R,3aS)-1-((R)-1,5-dimethyl-hexyl)-7a-methyl-octahydro-inden-(4E)-ylidene]-eth-(E)-ylidene]-2-methylene-cyclohexanol

vitamin D₃