4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane

Base Information

Chemical Name:4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane
CAS No.:934816-37-2
Molecular Formula:C₃₃H₅₀O₄Si₂
Molecular Weight:566.929
Hs Code.:

Synonyms:4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane

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Chemical Property of 4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane

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Technology Process of 4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane

There total 4 articles about 4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane 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: 93.0%

: 934816-36-1
1-{5-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-2,2-dimethyl[1,3]dioxolan-4-yl}-2-((tert-butyldiphenylsilanyl)oxy)ethanone

: 1779-49-3
Methyltriphenylphosphonium bromide

: 934816-37-2
4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

1-{5-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-2,2-dimethyl[1,3]dioxolan-4-yl}-2-((tert-butyldiphenylsilanyl)oxy)ethanone; In tetrahydrofuran; hexane; at 20 ℃; for 12h;
DOI:10.1021/jm0509750

Reference yield:

: 934816-35-0
1-{5-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-2,2-dimethyl[1,3]dioxolan-4-yl}-2-((tert-butyldiphenylsilanyl)oxy)ethanol

: 934816-37-2
4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 95 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

2.2: 93 percent / tetrahydrofuran; hexane / 12 h / 20 °C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; 1.1: Swern oxidation / 2.2: Wittig reaction;
DOI:10.1021/jm0509750

Reference yield:

: 96690-02-7
5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribofuranose

: 934816-37-2
4-[1-((tert-butyldimethylsilanyl)oxyl)allyl]-5-[1-(((tert-butyldiphenylsilanyl)oxy)methyl)vinyl]-2,2-dimethyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / tetrahydrofuran / 7 h / -78 - 20 °C

2.1: 90 percent / imidazole / CH₂Cl₂; dimethylformamide / 24 h / 20 °C

3.1: 95 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -60 - 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

4.2: 93 percent / tetrahydrofuran; hexane / 12 h / 20 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 4.2: Wittig reaction;
DOI:10.1021/jm0509750