Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane

Base Information

Chemical Name:Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane
CAS No.:909016-26-8
Molecular Formula:C₃₃H₄₁IO₂Si
Molecular Weight:624.677
Hs Code.:

Synonyms:Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane

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Chemical Property of Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane

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Technology Process of Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane

There total 8 articles about Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane 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:

: 909016-34-8
(2R,4E)-5-iodo-4-methylpent-4-ene-1,2-diol

: 909016-26-8
Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 0.5 h / 0 °C

2: 8.44 g / pyridine / 0.5 h / 20 °C

3: 99 percent / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

4: 95 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1.5 h / 20 °C

5: 92 percent / PhCO₂H / toluene / 0.25 h / 90 °C

6: 86 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 0.42 h / -78 °C

7: 89 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

With pyridine; dmap; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; benzoic acid; In tetrahydrofuran; hexane; dichloromethane; toluene; 4: Dess-Martin oxidation / 5: Wittig reaction;
DOI:10.1016/j.tet.2006.05.077

Reference yield:

: 2,2-Dimethyl-propionic acid (E)-(R)-2-hydroxy-5-iodo-4-methyl-pent-4-enyl ester

: 909016-26-8
Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 8.44 g / pyridine / 0.5 h / 20 °C

2: 99 percent / diisobutylaluminum hydride / CH₂Cl₂ / 1 h / -78 °C

3: 95 percent / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 1.5 h / 20 °C

4: 92 percent / PhCO₂H / toluene / 0.25 h / 90 °C

5: 86 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 0.42 h / -78 °C

6: 89 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

With pyridine; dmap; diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; benzoic acid; In tetrahydrofuran; hexane; dichloromethane; toluene; 3: Dess-Martin oxidation / 4: Wittig reaction;
DOI:10.1016/j.tet.2006.05.077

Reference yield:

: 909016-37-1
(E)-(R)-5-Iodo-4-methyl-2-triethylsilanyloxy-pent-4-enal

: 909016-26-8
Triethyl-[(E)-(R)-1-((E)-3-iodo-2-methyl-allyl)-4-trityloxy-but-2-enyloxy]-silane

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / PhCO₂H / toluene / 0.25 h / 90 °C

2: 86 percent / diisobutylaluminum hydride / tetrahydrofuran; hexane / 0.42 h / -78 °C

3: 89 percent / Et₃N; DMAP / CH₂Cl₂ / 16 h / 20 °C

With dmap; diisobutylaluminium hydride; triethylamine; benzoic acid; In tetrahydrofuran; hexane; dichloromethane; toluene; 1: Wittig reaction;
DOI:10.1016/j.tet.2006.05.077