(R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane

Base Information

• Chemical Name: (R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane
• CAS No.: 1434059-29-6
• Molecular Formula: C₃₁H₄₀O₃Si
• Molecular Weight: 488.742
• Mol file: 1434059-29-6.mol

Synonyms:

Chemical Property of (R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane

There total 4 articles about (R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane 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:

(R)-7-(tert-butyldiphenylsilyloxy)hept-1-en-3-ol (1434059-28-5) + O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane (1434059-29-6)

Guidance literature:

With scandium tris(trifluoromethanesulfonate); In toluene; at -20 - -10 ℃; for 0.25h; Inert atmosphere;

DOI:10.1039/c3ob27518c

Reference yield:

(R)-6-[(tert-butyldiphenylsilyl)oxy]hexane-1,2-diol (958635-26-2) → (R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane (1434059-29-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.67 h / 20 °C / Inert atmosphere

1.2: 1 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -20 °C / Inert atmosphere

2.2: 1 h / -20 °C / Inert atmosphere

2.3: 0 °C / Inert atmosphere

3.1: scandium tris(trifluoromethanesulfonate) / toluene / 0.25 h / -20 - -10 °C / Inert atmosphere

With n-butyllithium; sodium hydride; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; hexane; toluene; mineral oil;

DOI:10.1039/c3ob27518c

Reference yield:

(R)-6-[(tert-butyldiphenylsilyl)oxy]-1,2-epoxyhexane (958635-16-0) → (R)-tert-butyl(5-(4-methoxybenzyloxy)hept-6-enyloxy)diphenylsilane (1434059-29-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -20 °C / Inert atmosphere

1.2: 1 h / -20 °C / Inert atmosphere

1.3: 0 °C / Inert atmosphere

2.1: scandium tris(trifluoromethanesulfonate) / toluene / 0.25 h / -20 - -10 °C / Inert atmosphere

With n-butyllithium; scandium tris(trifluoromethanesulfonate); In tetrahydrofuran; hexane; toluene;

DOI:10.1039/c3ob27518c

upstream raw materials:

(R)-7-(tert-butyldiphenylsilyloxy)hept-1-en-3-ol

O-(4-methoxybenzyl)-trichloroacetimidate

(R)-6-[(tert-butyldiphenylsilyl)oxy]hexane-1,2-diol

(R)-6-[(tert-butyldiphenylsilyl)oxy]-1,2-epoxyhexane

Downstream raw materials:

(R)-5-(4-methoxybenzyloxy)hept-6-en-1-ol

(R)-5-(4-methoxybenzyloxy)hept-6-enal

(2S,5R)-5-[(4-methoxybenzyl)oxy]hept-6-ene-1,2-diol

(S)-2-((R)-3-(4-methoxybenzyloxy)pent-4-enyl)oxirane