(1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene

Base Information

• Chemical Name: (1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene
• CAS No.: 342645-84-5
• Molecular Formula: C₅₁H₁₀₀O₅Si₄
• Molecular Weight: 905.694
• Mol file: 342645-84-5.mol

Synonyms:(1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene

Chemical Property of (1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene

There total 11 articles about (1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene 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:

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol (342644-91-1) → (1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene (342645-84-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 57 percent / NCS; Me₂S / CH₂Cl₂ / 0.67 h

2.1: 92 percent / imidazole / dimethylformamide / 0.25 h / 20 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C

4.1: 86 mg / aq. H₂O₂ / CHCl₃ / 0.02 h

5.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C

6.1: Mg / tetrahydrofuran / 0.5 h / 20 °C

6.2: 89 percent / CuBr*Me₂S / tetrahydrofuran / 0.5 h / -10 °C

With 1H-imidazole; N-chloro-succinimide; n-butyllithium; dimethylsulfide; dihydrogen peroxide; magnesium; In tetrahydrofuran; hexane; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ja003976k

Reference yield:

(S)-2-((3R,3aR,7S,7aR)-octahydro-7-hydroxy-3a-methyl-1H-inden-3-yl)propyl 4-methylbenzenesulfonate (66774-80-9,111924-49-3) → (1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene (342645-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 97 percent / pyridinium p-toluenesulfonate; pyridinium dichromate / CH₂Cl₂ / 6 h / 20 °C

2.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C

3.1: Mg / tetrahydrofuran / 0.5 h / 20 °C

3.2: 89 percent / CuBr*Me₂S / tetrahydrofuran / 0.5 h / -10 °C

With dipyridinium dichromate; n-butyllithium; pyridinium p-toluenesulfonate; magnesium; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1021/ja003976k

Reference yield:

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane (200636-50-6) → (1β,2α,3α,5Z,7E)-1,3-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-25-trimethylsilyloxy-9,10-secocholesta-5,7,10(19)-triene (342645-84-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -50 °C

2.1: 86 mg / aq. H₂O₂ / CHCl₃ / 0.02 h

3.1: 66 percent / n-butyllithium / tetrahydrofuran; toluene / 0.5 h / -50 °C

4.1: Mg / tetrahydrofuran / 0.5 h / 20 °C

4.2: 89 percent / CuBr*Me₂S / tetrahydrofuran / 0.5 h / -10 °C

With n-butyllithium; dihydrogen peroxide; magnesium; In tetrahydrofuran; hexane; chloroform; toluene;

DOI:10.1021/ja003976k

upstream raw materials:

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-(3-hydroxypropoxy)-2-methylenecyclohexylidene]ethanol

(S)-2-((3R,3aR,7S,7aR)-octahydro-7-hydroxy-3a-methyl-1H-inden-3-yl)propyl 4-methylbenzenesulfonate

[3R-(1Z,3β,4α,5α)]-2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]-1-chloroethane

[3R-(1Z,3β,4α,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-4-[3-[(1,1-dimethylethyl)dimethylsilyloxy]propoxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide

Downstream raw materials:

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