[4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane

Base Information

• Chemical Name: [4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane
• CAS No.: 206866-34-4
• Molecular Formula: C₁₉H₃₄O₃Si
• Molecular Weight: 338.563
• Mol file: 206866-34-4.mol

Synonyms:[4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane

Chemical Property of [4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of [4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane

There total 1 articles about [4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-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:

tert-butyldimethylsilyl chloride (18162-48-6) + (+/-)-4-(2-methoxymethoxyethyl)-4-(2-propenyl)cyclohex-2-en-1-one (160030-77-3) → [4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane (206866-34-4)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Multistep reaction; 1.) THF, -78 deg C, 45 min, 2.) THF, from -78 deg C to 0 deg C;

DOI:10.1021/ja9739042

Reference yield: 81.0%

[4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane (206866-34-4) → (1R,5S)-5-(2-Methoxymethoxy-ethyl)-7-methylene-bicyclo[3.2.1]oct-3-en-2-one + 4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-2,5-dienone + (1R,5S)-5-(2-Methoxymethoxy-ethyl)-7-methyl-bicyclo[3.2.1]octa-3,6-dien-2-one

Guidance literature:

With palladium diacetate; oxygen; In dimethyl sulfoxide; at 45 ℃; for 5h; under 760 Torr;

DOI:10.1021/ja9739042

Reference yield: 67.0%

[4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane (206866-34-4) → 4-allyl-6-hydroxy-4-(2-methoxymethoxy-ethyl)-cyclohex-2-enone

Guidance literature:

[4-Allyl-4-(2-methoxymethoxy-ethyl)-cyclohexa-1,5-dienyloxy]-tert-butyl-dimethyl-silane; With 3-chloro-benzenecarboperoxoic acid; In hexane; at -30 - 20 ℃; for 2.25h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; Further stages.;

DOI:10.1021/jo011169d

upstream raw materials:

tert-butyldimethylsilyl chloride

(+/-)-4-(2-methoxymethoxyethyl)-4-(2-propenyl)cyclohex-2-en-1-one

Downstream raw materials:

(+/-)-4-(2-methoxymethoxyethyl)-4-(2-propenyl)cyclohex-2-en-1-one