3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-ol

Base Information

Chemical Name:3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-ol
CAS No.:503000-31-5
Molecular Formula:C₃₃H₅₄O₃Si₂
Molecular Weight:554.961
Hs Code.:

Synonyms:3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-ol

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Chemical Property of 3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-ol

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Technology Process of 3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-ol

There total 5 articles about 3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-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: 81.0%

: 503000-30-4
3-[3-(tert-butyldimethylsiloxy)propyl]-6-(tert-butyldiphenylsiloxy)hex-2-enyl Vinyl Ether

: 503000-31-5
3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-ol

Guidance literature:: With triisobutylaluminum; In hexane; dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol034020s

Reference yield:

: 215251-69-7
4-(tert-butyldiphenylsilyloxy)-N-methoxy-N-methylbutanamide

: 503000-31-5
3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / t-BuLi / tetrahydrofuran; pentane / -78 - 20 °C

2: 96 percent / NaH / 1,2-dimethoxy-ethane; various solvent(s) / 6 h / Heating

3: 99 percent / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

4: 81 percent / Hg(OAc)2 / 24 h / Heating

5: 81 percent / triisobutylaluminum / CH₂Cl₂; hexane / 1 h / 20 °C

With mercury(II) diacetate; tert.-butyl lithium; triisobutylaluminum; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; pentane; 2: Horner-Emmons reaction;
DOI:10.1021/ol034020s

Reference yield:

: 503000-45-1
1-(tert-butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-heptan-4-one

: 503000-31-5
3-[3-(tert-butyldimethylsilyloxy)propyl]-3-[3-(tert-butyldiphenylsilyloxy)propyl]pent-4-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NaH / 1,2-dimethoxy-ethane; various solvent(s) / 6 h / Heating

2: 99 percent / DIBAL-H / tetrahydrofuran; hexane / 0.5 h / 0 °C

3: 81 percent / Hg(OAc)2 / 24 h / Heating

4: 81 percent / triisobutylaluminum / CH₂Cl₂; hexane / 1 h / 20 °C

With mercury(II) diacetate; triisobutylaluminum; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; dichloromethane; 1: Horner-Emmons reaction;
DOI:10.1021/ol034020s