((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-silane

Base Information

• Chemical Name: ((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-silane
• CAS No.: 917080-00-3
• Molecular Formula: C₂₄H₂₆O₂Si
• Molecular Weight: 374.555
• Mol file: 917080-00-3.mol

Synonyms:((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-silane

Chemical Property of ((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-silane

There total 1 articles about ((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-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: 63.0%

(E)-(S)-7-Benzyloxy-hept-5-en-2-ol + triethynylphenylsilane (25284-22-4) → ((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-silane (917080-00-3)

Guidance literature:

With sodium hydride; In hexane; at 20 ℃;

DOI:10.1021/ol061952y

Reference yield: 58.0%

((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-silane (917080-00-3) + (5S,7R,8S,9S,12R,13S)-13-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-13-(4-methoxy-benzyloxy)-7,9-bis-methoxymethoxy-8,12-dimethyl-tridec-1-en-5-ol → ((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-[(1S,3R,4S,5S,8R,9S)-1-but-3-enyl-9-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-9-(4-methoxy-benzyloxy)-3,5-bis-methoxymethoxy-4,8-dimethyl-nonyloxy]-ethynyl-phenyl-silane

Guidance literature:

With sodium hydride; In hexane; Heating;

DOI:10.1021/ol061952y

Reference yield:

((E)-(S)-6-Benzyloxy-1-methyl-hex-4-enyloxy)-diethynyl-phenyl-silane (917080-00-3) → (5Z,7E)-(2S,11S,13R,14S,15S,18R,19S)-19-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-19-(4-methoxy-benzyloxy)-13,15-bis-methoxymethoxy-14,18-dimethyl-nonadeca-5,7-diene-2,11-diol

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / NaH / hexane / Heating

2: 84 percent / Grubb's second-generation catalyst / CH₂Cl₂ / 2 h / Heating

3: 59 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hydride; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1021/ol061952y

upstream raw materials:

triethynylphenylsilane