(5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol

Base Information

• Chemical Name: (5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol
• CAS No.: 172516-18-6
• Molecular Formula: C₃₁H₄₆O₃Si₂
• Molecular Weight: 522.875
• Mol file: 172516-18-6.mol

Synonyms:(5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol

Chemical Property of (5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol

There total 12 articles about (5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-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: 82.0%

1,3,5-Trioxan (110-88-3) + C30H44O2Si2 (172516-14-2) → (5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol (172516-18-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1016/0040-4039(95)01902-T

Reference yield:

tert-Butyl-((S)-1-(S)-1-oxiranylmethyl-allyloxy)-diphenyl-silane (180853-49-0) → (5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol (172516-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: BuLi-BF₃*Et₂O / tetrahydrofuran / -78 deg C to r.t.

2: imidazole / dimethylformamide

With 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01132-X

Reference yield:

(S)-4-(tert-Butyl-diphenyl-silanyloxy)-hex-5-ene-1,2-diol → (5R,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-non-8-en-2-yn-1-ol (172516-18-6)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine

2: 10 percent KOH / methanol

3: BuLi-BF₃*Et₂O / tetrahydrofuran / -78 deg C to r.t.

4: imidazole / dimethylformamide

With pyridine; 1H-imidazole; potassium hydroxide; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01132-X

upstream raw materials:

1,3,5-Trioxan

C₃₀H₄₄O₂Si₂

tert-butyldimethylsilyl chloride

(3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-9-(1-methoxy-1-methyl-ethoxy)-non-1-en-7-yn-5-ol

Downstream raw materials:

(Z)-(5S,7S)-5-(tert-Butyl-dimethyl-silanyloxy)-7-(tert-butyl-diphenyl-silanyloxy)-3-iodo-nona-2,8-dien-1-ol