Silane, [[(2R,3R,5S)-2-[(2R)-2-[2-(3-butenyl)-1,3-dioxolan-2-yl]propyl]-5-[[[(1,1- dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-3-furanyl]oxy]triethyl-

Base Information

• Chemical Name: Silane, [[(2R,3R,5S)-2-[(2R)-2-[2-(3-butenyl)-1,3-dioxolan-2-yl]propyl]-5-[[[(1,1- dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-3-furanyl]oxy]triethyl-
• CAS No.: 782479-35-0
• Molecular Formula: C37H58O5Si2
• Molecular Weight: 639.036

Synonyms:

Chemical Property of Silane, [[(2R,3R,5S)-2-[(2R)-2-[2-(3-butenyl)-1,3-dioxolan-2-yl]propyl]-5-[[[(1,1- dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-3-furanyl]oxy]triethyl-

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Silane, [[(2R,3R,5S)-2-[(2R)-2-[2-(3-butenyl)-1,3-dioxolan-2-yl]propyl]-5-[[[(1,1- dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-3-furanyl]oxy]triethyl-

There total 3 articles about Silane, [[(2R,3R,5S)-2-[(2R)-2-[2-(3-butenyl)-1,3-dioxolan-2-yl]propyl]-5-[[[(1,1- dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-3-furanyl]oxy]triethyl- 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:

2-But-3-enyl-2-{(R)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane + triethylsilyl chloride (994-30-9) → 2-But-3-enyl-2-{(R)-2-[(2R,3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane (782479-35-0)

Guidance literature:

2-But-3-enyl-2-{(R)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 48h;

With dmap; triethylamine; tert-butylchlorodiphenylsilane; In dichloromethane; at 0 ℃; for 12h;

triethylsilyl chloride; With 1H-imidazole; dmap; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1002/anie.200460696

Reference yield:

2-But-3-enyl-2-{(R)-2-[(2R,3R,5S)-3-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane → 2-But-3-enyl-2-{(R)-2-[(2R,3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane (782479-35-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / TBAF / tetrahydrofuran / 48 h / 25 °C

2: 90 percent / 4-DMAP; Et₃N / CH₂Cl₂ / 10 h / 25 °C

3: 95 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja054750q

Reference yield:

(2R,3R,5S)-2-[(R)-2-(2-But-3-enyl-[1,3]dioxolan-2-yl)-propyl]-5-hydroxymethyl-tetrahydro-furan-3-ol (782479-33-8) → 2-But-3-enyl-2-{(R)-2-[(2R,3R,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolane (782479-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / 4-DMAP; Et₃N / CH₂Cl₂ / 10 h / 25 °C

2: 95 percent / imidazole; 4-DMAP / CH₂Cl₂ / 0.5 h / 0 °C

With 1H-imidazole; dmap; triethylamine; In dichloromethane;

DOI:10.1021/ja054750q

upstream raw materials:

triethylsilyl chloride

(2R,3R,5S)-2-[(R)-2-(2-But-3-enyl-[1,3]dioxolan-2-yl)-propyl]-5-hydroxymethyl-tetrahydro-furan-3-ol

Downstream raw materials:

3-(2-{(R)-2-[(2R,3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-1-methyl-ethyl}-[1,3]dioxolan-2-yl)-propionaldehyde

C₃₇H₄₈O₆Si

C₃₇H₅₀O₆Si

C₃₈H₅₀O₇Si

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