(R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol

Base Information

• Chemical Name: (R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol
• CAS No.: 479196-19-5
• Molecular Formula: C₂₃H₄₂O₄Si
• Molecular Weight: 410.67
• Mol file: 479196-19-5.mol

Synonyms:(R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol

Chemical Property of (R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol

There total 1 articles about (R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol 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: 89.0%

(R)-1-(3-[1,3]Dioxolan-2-ylmethyl-phenyl)-4-triisopropylsilanyloxy-butan-2-ol (479196-32-2) → (R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol (479196-19-5)

Guidance literature:

With ammonia; lithium; In tetrahydrofuran; at -50 ℃;

DOI:10.1039/b207383h

Reference yield:

(R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol (479196-19-5) → (2S,4S,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-[1,3]dioxolan-2-ylmethyl-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran (479196-35-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: O₃ / ethyl acetate / -78 °C

1.2: H₂ / Pd(OH)2 / ethyl acetate

2.1: TsOH / benzene / Heating

3.1: H₂ / Pd/C / ethyl acetate

4.1: L-Selectride / tetrahydrofuran / -78 °C

5.1: 83 percent / imidazole; DMAP / dimethylformamide

With 1H-imidazole; dmap; hydrogen; L-Selectride; toluene-4-sulfonic acid; ozone; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; benzene;

DOI:10.1039/b207383h

Reference yield:

(R)-1-(5-[1,3]Dioxolan-2-ylmethyl-cyclohexa-1,4-dienyl)-4-triisopropylsilanyloxy-butan-2-ol (479196-19-5) → (2S,4S,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-[1,3]dithian-2-ylmethyl-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran (479196-21-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: O₃ / ethyl acetate / -78 °C

1.2: H₂ / Pd(OH)2 / ethyl acetate

2.1: TsOH / benzene / Heating

3.1: H₂ / Pd/C / ethyl acetate

4.1: L-Selectride / tetrahydrofuran / -78 °C

5.1: 83 percent / imidazole; DMAP / dimethylformamide

6.1: 64 percent / TiCl₄ / CH₂Cl₂

With 1H-imidazole; dmap; hydrogen; titanium tetrachloride; L-Selectride; toluene-4-sulfonic acid; ozone; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;

DOI:10.1039/b207383h

upstream raw materials:

(R)-1-(3-[1,3]Dioxolan-2-ylmethyl-phenyl)-4-triisopropylsilanyloxy-butan-2-ol

Downstream raw materials:

(2S,4S,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-[1,3]dioxolan-2-ylmethyl-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran

(2S,4S,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-[1,3]dithian-2-ylmethyl-6-(2-triisopropylsilanyloxy-ethyl)-tetrahydro-pyran

C₆₁H₁₀₆O₅S₂Si₃