(+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane

Base Information

• Chemical Name: (+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane
• CAS No.: 184291-96-1
• Molecular Formula: C₂₄H₄₀O₃Si
• Molecular Weight: 404.665
• Mol file: 184291-96-1.mol

Synonyms:(+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane

Chemical Property of (+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane

There total 34 articles about (+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane 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: 98.0%

(5S,6R,7S)-8-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7-dimethyl-3-trimethylsilanyl-oct-1-en-4-ol → (+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane (184291-96-1)

Guidance literature:

With potassium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1021/ja011211m

Reference yield: 83.0%

(1-bromoallyl)trimethylsilane (94397-40-7) + (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal (261968-20-1) → (+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane (184291-96-1)

Guidance literature:

(1-bromoallyl)trimethylsilane; (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal; With chromium dichloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With potassium hydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201406252

Reference yield: 80.0%

vinyl zinc bromide (121825-35-2) + tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane (184291-35-8) → (+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane (184291-96-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1021/ja961374o

upstream raw materials:

vinyl zinc bromide

tert-Butyl-[(Z)-(2S,3S,4S)-6-iodo-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane

(1-bromoallyl)trimethylsilane

(-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

Downstream raw materials:

(3Z,5S,6S,7S,8R,9S,11Z,13S,14R,15S)-14-(t-butyldimethylsilyloxy)-6,16-bis-(p-methoxybenzyloxy)-5,7,9,11,13,15-hexamethyl-hexadeca-1,3,11-trien-8-ol

(3Z,5S,6S,7S,8R,9R,11Z,13S,14R,15S)-14-(t-butyldimethylsilyloxy)-6,16-bis(p-methoxybenzyloxy)-9-(hydroxymethyl)-5,7,11,13,15-pentamethylhexadeca-1,3,11-trien-8-ol

1-[(5Z,13Z)-(2S,3R,4S,8S,9R,10R,11S,12S)-11-(4-methoxybenzoxy)-3,9-bis(tert-butyldimethylsilanyloxy)-2,4,6,8,10,12-hexamethylhexadeca-5,13,15-trienyloxymethyl]-4-methoxybenzene

(3Z,5S,6S,7R,8S,9R,11Z,13S,14R,15S)-14-(t-butyldimethylsilyloxy)-6,16-bis(p-methoxybenzyloxy)-9-[(2,4,6-trimethylphenyl)sulfoxymethyl]-5,7,11,13,15-pentamethyl-hexadeca-1,3,11-trien-8-ol