Triisopropyl-((S)-1-methyl-4-methylene-hex-5-enyloxy)-silane

Base Information

• Chemical Name: Triisopropyl-((S)-1-methyl-4-methylene-hex-5-enyloxy)-silane
• CAS No.: 215436-38-7
• Molecular Formula: C₁₇H₃₄OSi
• Molecular Weight: 282.542
• Mol file: 215436-38-7.mol

Synonyms:Triisopropyl-((S)-1-methyl-4-methylene-hex-5-enyloxy)-silane

Chemical Property of Triisopropyl-((S)-1-methyl-4-methylene-hex-5-enyloxy)-silane

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of Triisopropyl-((S)-1-methyl-4-methylene-hex-5-enyloxy)-silane

There total 1 articles about Triisopropyl-((S)-1-methyl-4-methylene-hex-5-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: 92.0%

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) + (S)-5-methylenehept-6-en-2-ol (215436-36-5) → Triisopropyl-((S)-1-methyl-4-methylene-hex-5-enyloxy)-silane (215436-38-7)

Guidance literature:

With 2,3,5-trimethyl-pyridine; In dichloromethane; at 0 ℃; for 1.5h;

DOI:10.1021/jo981014e

Reference yield:

Triisopropyl-((S)-1-methyl-4-methylene-hex-5-enyloxy)-silane (215436-38-7) + 2,2-dimethyl-5-(p-tosyloxyimino)-1,3-dioxane-4,6-dione (215436-24-1) → Toluene-4-sulfonic acid 9,9-dimethyl-7,11-dioxo-3-((S)-3-triisopropylsilanyloxy-butyl)-8,10-dioxa-1-aza-spiro[5.5]undec-3-en-1-yl ester (1027146-44-6)

Guidance literature:

With dimethylaluminum chloride; In hexane; dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/jo981014e

Reference yield:

Triisopropyl-((S)-1-methyl-4-methylene-hex-5-enyloxy)-silane (215436-38-7) → (S)-(+)-fusarinolic acid (33130-74-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Me₂AlCl / CH₂Cl₂; hexane / 3 h / -78 °C

2: NaOMe, N-chlorosuccinimide / tetrahydrofuran / 16 h / Ambient temperature

3: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

4: 82 percent / KOH / methanol; H₂O / 2 h / 0 °C

With potassium hydroxide; N-chloro-succinimide; tetrabutyl ammonium fluoride; sodium methylate; dimethylaluminum chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; water;

DOI:10.1021/jo981014e

upstream raw materials:

triisopropylsilyl trifluoromethanesulfonate

(S)-5-methylenehept-6-en-2-ol

Downstream raw materials:

Toluene-4-sulfonic acid 9,9-dimethyl-7,11-dioxo-3-((S)-3-triisopropylsilanyloxy-butyl)-8,10-dioxa-1-aza-spiro[5.5]undec-3-en-1-yl ester

(S)-(+)-fusarinolic acid