(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol

Base Information

• Chemical Name: (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol
• CAS No.: 190961-87-6
• Molecular Formula: C₁₅H₂₄OSi
• Molecular Weight: 248.44
• Mol file: 190961-87-6.mol

Synonyms:(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol

Chemical Property of (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol

There total 1 articles about (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol 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:

(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-enoic acid methyl ester (138050-76-7) → (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol (190961-87-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1021/jo970832o

Reference yield:

[N-(p-tolylsulfonyl)imino]phenyliodinane (55962-05-5) + (E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol (190961-87-6) → (2S,5R)-(E)-5-[N-(p-toluenesulfonyl)amino]-2-methylhex-3-enol

Guidance literature:

With copper(I) triflate; In acetonitrile; for 1h; Ambient temperature;

DOI:10.1021/ja964364w

Reference yield:

(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-en-1-ol (190961-87-6) → tert-Butyl-((1S,2S,5R)-2,5-dimethyl-cyclohex-3-enyloxy)-dimethyl-silane

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 45 min, 2.) room temperature, 1 h

2: 1.) LDA, 3.) Hg(OAc)2 / 1.) THF, -10 deg C, 30 min, 2.) THF, -10 deg C, 1 h, 3.) THF, H₂O, room temperature, 1 h

3: 1.) TiCl₄, 2.) 2,6-lutidine / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) CH₂Cl₂, 0 deg, 2 h

With 2,6-dimethylpyridine; oxalyl dichloride; mercury(II) diacetate; titanium tetrachloride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;

DOI:10.1021/jo970832o

upstream raw materials:

(E)-(2R,3S)-3-(Dimethyl-phenyl-silanyl)-2-methyl-hex-4-enoic acid methyl ester

Downstream raw materials:

(E)-(3R,4R)-4-(Dimethyl-phenyl-silanyl)-3-methyl-hept-5-enal