tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane

Base Information

• Chemical Name: tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane
• CAS No.: 1329675-09-3
• Molecular Formula: C₂₉H₄₀O₃Si
• Molecular Weight: 464.72
• Mol file: 1329675-09-3.mol

Synonyms:tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane

Chemical Property of tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane

There total 2 articles about tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane 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: 93.0%

(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-ol (1329675-08-2) + tert-butylchlorodiphenylsilane (58479-61-1) → tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane (1329675-09-3)

Guidance literature:

With 1H-imidazole; In dichloromethane; for 4h;

DOI:10.1002/ejoc.201100510

Reference yield:

pentanal (110-62-3) + 3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) → tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane (1329675-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diethylzinc / toluene / 1 h / Reflux

1.2: 1.5 h / 20 °C

1.3: 4 h / 20 °C

2.1: 1H-imidazole / dichloromethane / 4 h

With 1H-imidazole; diethylzinc; In dichloromethane; toluene;

DOI:10.1002/ejoc.201100510

Reference yield: 95.0%

tert-butyldiphenyl[(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-yloxy]silane (1329675-09-3) → (4S)-4-(tert-butyldiphenylsilyloxy)oct-2-yn-1-ol (1329675-10-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In methanol; for 5h;

DOI:10.1002/ejoc.201100510

upstream raw materials:

(4S)-1-(tetrahydro-2H-pyran-2-yloxy)oct-2-yn-4-ol

tert-butylchlorodiphenylsilane

pentanal

3-(tetrahydropyran-2'-yloxy)propyne

Downstream raw materials:

C₃₆H₄₅NO₃S₂Si

(Z,3R,6S)-1-[(4S)-4-benzyl-2-thioxothiazolidin-3-yl]-6-(tert-butyldiphenylsilyloxy)-3-(methoxymethoxy)dec-4-en-1-one

methyl (2Z,5R,6Z,8S)-8-(tert-butyldiphenylsilyloxy)-5-(methoxymethoxy)dodeca-2,6-dienoate

(4S)-4-(tert-butyldiphenylsilyloxy)oct-2-yn-1-ol