(S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)diphenylsilane

Base Information

• Chemical Name: (S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)diphenylsilane
• CAS No.: 334976-33-9
• Molecular Formula: C₂₉H₃₆O₂Si
• Molecular Weight: 444.689
• Mol file: 334976-33-9.mol

Synonyms:(S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)diphenylsilane

Chemical Property of (S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)diphenylsilane

There total 6 articles about (S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)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: 95.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (S)-6-(benzyloxy)hex-1-en-3-ol (334976-37-3) → (S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)diphenylsilane (334976-33-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2012.07.015

Reference yield:

4-benzyloxybutanal (5470-84-8) → (S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)diphenylsilane (334976-33-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran / 1 h / -78 °C

2.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

2.2: 6 h / -20 °C

3.1: 1H-imidazole / dichloromethane / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetasy.2012.07.015

Reference yield:

4-benzyloxy-butan-1-ol (4541-14-4) → (S)-(6-(benzyloxy)hex-1-en-3-yloxy)(tert-butyl)diphenylsilane (334976-33-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pyridinium chlorochromate / dichloromethane / 0 - 20 °C

2.1: tetrahydrofuran / 1 h / -78 °C

3.1: titanium(IV) isopropylate; diethyl (2S,3S)-tartrate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

3.2: 6 h / -20 °C

4.1: 1H-imidazole / dichloromethane / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetasy.2012.07.015

upstream raw materials:

tert-butylchlorodiphenylsilane

(S)-6-(benzyloxy)hex-1-en-3-ol

acetic acid 1-(3-benzyloxy-propyl)-prop-2-ynyl ester

4-benzyloxybutanal

Downstream raw materials:

(S)-4-(tert-butyldiphenylsilyl)oxy-5-hexen-1-ol

(S)-2-(tert-butyldiphenylsilyloxy)-5-(mesyloxy)pentanal

(S)-4-(tert-butyldiphenylsilyl)oxy-5-hexenyl methanesulfonate

(S)-4-[(tert-butyldiphenylsilyl)oxy]hex-5-enoic acid