dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane

Base Information

Chemical Name:dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane
CAS No.:488703-76-0
Molecular Formula:C₂₄H₃₇IO₄Si
Molecular Weight:544.545
Hs Code.:

Synonyms:dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane

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Chemical Property of dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane

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Technology Process of dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane

There total 12 articles about dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane 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: 91.0%

: 1719-58-0
Chlorodimethylvinylsilane

: 488703-70-4
(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-ol

: 488703-76-0
dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ja0466863

Reference yield:

: 488703-68-0
(3S)-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}tetrahydrofuran-2-one

: 488703-76-0
dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane

Guidance literature:: Multi-step reaction with 5 steps

1.1: AlEt₃ / CH₂Cl₂; toluene / 1 h / 0 - 20 °C

1.2: 93 percent / CH₂Cl₂; toluene / 0 - 20 °C

2.1: 82 percent / Ag₂O / CH₂Cl₂ / 24 h / 20 °C

3.1: 87 percent / DIBAL-H / CH₂Cl₂; hexane / 3 h / -73 °C

4.1: 4.10 g / diethyl ether / 2 h / -100 - -95 °C

5.1: 91 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

With triethylaluminum; diisobutylaluminium hydride; triethylamine; silver(l) oxide; In diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ja0466863

Reference yield:

: 488703-67-9
(3S)-{[(1S)-1-ethyl-3-iodopropynyl]oxy}tetrahydrofuran-2-one

: 488703-76-0
dimethyl-{(4R,5S)-5-{[(1S,2Z)-1-ethyl-3-iodo-2-propenyl]oxy}-7-(4-methoxybenzyloxy)-1-hepten-4-oxy}vinylsilane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 80 percent / potassium azodicarboxylate; AcOH / tetrahydrofuran; propan-2-ol / 6 h / 20 °C

2.1: AlEt₃ / CH₂Cl₂; toluene / 1 h / 0 - 20 °C

2.2: 93 percent / CH₂Cl₂; toluene / 0 - 20 °C

3.1: 82 percent / Ag₂O / CH₂Cl₂ / 24 h / 20 °C

4.1: 87 percent / DIBAL-H / CH₂Cl₂; hexane / 3 h / -73 °C

5.1: 4.10 g / diethyl ether / 2 h / -100 - -95 °C

6.1: 91 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

With triethylaluminum; potassium diazodicarboxylate; diisobutylaluminium hydride; acetic acid; triethylamine; silver(l) oxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; isopropyl alcohol; toluene;
DOI:10.1021/ja0466863