1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene

Base Information

Chemical Name:1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene
CAS No.:501419-02-9
Molecular Formula:C₂₁H₃₅IO₃Si
Molecular Weight:490.497
Hs Code.:

Synonyms:1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene

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Chemical Property of 1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene

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Technology Process of 1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene

There total 7 articles about 1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene 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%

: 501419-23-4
1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-4-hexyne

: 501419-02-9
1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene

Guidance literature:: 1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-4-hexyne; With Schwartz's reagent; In dichloromethane; for 2h;

With iodine; In tetrachloromethane; dichloromethane; Further stages.;
DOI:10.1021/ja028941u

Reference yield:

: 501419-20-1
(2S,3R)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-[(4-methoxybenzyl)oxy]-2-methylbutan-1-ol

: 501419-02-9
1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

2.1: 94 percent / triphenylphosphine / CH₂Cl₂ / 0.67 h / -78 - 0 °C

3.1: n-butyllithium / tetrahydrofuran; petroleum ether / 1 h / -25 °C

3.2: 97 percent / tetrahydrofuran; various solvent(s) / 1 h / 20 °C

4.1: Cp₂ZrHCl / CH₂Cl₂ / 2 h

4.2: 89 percent / I₂ / CH₂Cl₂; CCl₄

With Schwartz's reagent; n-butyllithium; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; dichloromethane; Petroleum ether; 3.1: Corey-Fuchs reaction;
DOI:10.1021/ja028941u

Reference yield:

: 501419-19-8
3R-(tert-butyl-dimethylsilanyloxy)-4-(4-methoxy-benzyloxy)-2R-methyl-butyric acid methyl ester

: 501419-02-9
1-para-methoxybenzyloxy-2R-tert-butyldimethylsiloxy-3S-methyl-5E-iodohexene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 79 percent / DIBAL-H / CH₂Cl₂; petroleum ether / 1.25 h / -78 - 0 °C

2.1: 92 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

3.1: 94 percent / triphenylphosphine / CH₂Cl₂ / 0.67 h / -78 - 0 °C

4.1: n-butyllithium / tetrahydrofuran; petroleum ether / 1 h / -25 °C

4.2: 97 percent / tetrahydrofuran; various solvent(s) / 1 h / 20 °C

5.1: Cp₂ZrHCl / CH₂Cl₂ / 2 h

5.2: 89 percent / I₂ / CH₂Cl₂; CCl₄

With Schwartz's reagent; n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; In tetrahydrofuran; dichloromethane; Petroleum ether; 4.1: Corey-Fuchs reaction;
DOI:10.1021/ja028941u