1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane

Base Information

• Chemical Name: 1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane
• CAS No.: 858918-41-9
• Molecular Formula: C₂₈H₄₄O₂Si₂
• Molecular Weight: 468.827

Synonyms:1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane

Chemical Property of 1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane

Chemical Property:

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Technology Process of 1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane

There total 2 articles about 1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane 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:

(Z)-5-(tert-butyldimethylsilyloxy)-3-methylpent-2-en-1-ol (86462-83-1) + tert-butylchlorodiphenylsilane (58479-61-1) → 1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane (858918-41-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1021/ol051040g

Reference yield:

ethyl (Z)-5-((tert-butyldimethylsilyl)oxy)-3-methylpent-2-enoate (858917-40-5) → 1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane (858918-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: DIBAL-H / toluene; CH₂Cl₂ / 0.5 h / 0 °C

2: 3.38 g / imidazole / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; diisobutylaluminium hydride; In dichloromethane; toluene;

DOI:10.1021/ol051040g

Reference yield: 93.0%

1-[(2Z)-3-methyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)pent-2-enyloxy]-2,2-dimethyl-1,1-diphenyl-1-silapropane (858918-41-9) → (3Z)-5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-3-methylpent-3-enol (223458-11-5)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; at 0 ℃; for 0.5h;

DOI:10.1021/ol051040g

upstream raw materials:

(Z)-5-(tert-butyldimethylsilyloxy)-3-methylpent-2-en-1-ol

tert-butylchlorodiphenylsilane

ethyl (Z)-5-((tert-butyldimethylsilyl)oxy)-3-methylpent-2-enoate

Downstream raw materials:

(3Z)-5-(2,2-dimethyl-1,1-diphenyl-1-silapropoxy)-3-methylpent-3-enol

[6-(tert-butyl-diphenyl-silanyloxy)-4-methyl-2-oxo-hex-4-enyl]-phosphonic acid dimethyl ester

(Z)-5-(tert-butyldimethylsilyl)oxy-3-methyl-3-penten-1-al

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