tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane

Base Information

• Chemical Name: tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane
• CAS No.: 871095-00-0
• Molecular Formula: C₃₈H₅₆O₃Si
• Molecular Weight: 588.946
• Mol file: 871095-00-0.mol

Synonyms:tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane

Chemical Property of tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane

There total 21 articles about tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)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: 95.4%

5-(3-m-tolylpropylsulfonyl)-1-phenyl-1H-tetrazole (871094-99-4) + (1R,2R,3aS,6aS)-2-(tert-butyldimethylsilyloxy)-5-(5-(4-methoxybenzyloxy)pentyl)-1,2,3,3a,6,6a-hexahydropentalene-1-carbaldehyde (871094-94-9) → tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane (871095-00-0)

Guidance literature:

5-(3-m-tolylpropylsulfonyl)-1-phenyl-1H-tetrazole; With potassium hexamethylsilazane; In 1,2-dimethoxyethane; toluene; at -60 ℃; for 0.75h;

(1R,2R,3aS,6aS)-2-(tert-butyldimethylsilyloxy)-5-(5-(4-methoxybenzyloxy)pentyl)-1,2,3,3a,6,6a-hexahydropentalene-1-carbaldehyde; In 1,2-dimethoxyethane; toluene; at -60 - 20 ℃;

DOI:10.1021/ol0515762

Reference yield:

C20H24 + tert-butyl((2R,3R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-3-vinyl-1,2,3,3a,4,6a-hexahydropentalen-2-yloxy)dimethylsilane → tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane (871095-00-0) + tert-butyl((2R,3R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-3-((Z)-4-m-tolylbut-1-enyl)-1,2,3,3a,4,6a-hexahydropentalen-2-yloxy)dimethylsilane

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 80 ℃; for 8h;

DOI:10.1021/ol061141u

Reference yield:

tert-butyl((2R,3R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-3-vinyl-1,2,3,3a,4,6a-hexahydropentalen-2-yloxy)dimethylsilane + 1-(but-3-en-1-yl)-3-methylbenzene (92367-45-8) → tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane (871095-00-0) + C20H24 + tert-butyl((2R,3R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-3-((Z)-4-m-tolylbut-1-enyl)-1,2,3,3a,4,6a-hexahydropentalen-2-yloxy)dimethylsilane + C56H88O6Si2

Guidance literature:

tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 80 ℃; for 8h;

DOI:10.1021/ol061141u

upstream raw materials:

5-(3-m-tolylpropylsulfonyl)-1-phenyl-1H-tetrazole

(1R,2R,3aS,6aS)-2-(tert-butyldimethylsilyloxy)-5-(5-(4-methoxybenzyloxy)pentyl)-1,2,3,3a,6,6a-hexahydropentalene-1-carbaldehyde

1-(but-3-en-1-yl)-3-methylbenzene

1-[(5-bromopentyloxy)methyl]-4-methoxybenzene

Downstream raw materials:

5-((3aS,5R,6R,6aS)-5-(tert-butyldimethylsilyloxy)-6-((E)-4-m-tolylbut-1-enyl)-1,3a,4,5,6,6a-hexahydropentalen-2-yl)pentanoic acid

5-((3aS,5R,6R,6aS)-5-(tert-butyldimethylsilyloxy)-6-((E)-4-m-tolylbut-1-enyl)-1,3a,4,5,6,6a-hexahydropentalen-2-yl)pentanal

5-((3aS,5R,6R,6aS)-5-(tert-butyldimethylsilyloxy)-6-((E)-4-m-tolylbut-1-enyl)-1,3a,4,5,6,6a-hexahydropentalen-2-yl)pentan-1-ol