tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-silane
• CAS No.: 120642-24-2
• Molecular Formula: C₃₅H₄₆F₂O₃Si
• Molecular Weight: 580.831
• Mol file: 120642-24-2.mol

Synonyms:tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-silane

Chemical Property of tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-silane

There total 5 articles about tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-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: 74.0%

(2E,4E)-(S)-7,7-Difluoro-1-(tetrahydro-pyran-2-yloxy)-tetradeca-2,4-dien-8-yn-6-ol (120623-84-9) + tert-butylchlorodiphenylsilane (58479-61-1) → tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-silane (120642-24-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)80840-0

Reference yield:

2-Oxo-non-3-ynoic acid ethyl ester (120623-87-2) → tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-silane (120642-24-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 75 percent / diethylaminosulfur trifluoride

2: 79 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 72 percent / R-Alpine Borane

4: 75 percent / Red-Al / tetrahydrofuran

5: 74 percent / imidazole / dimethylformamide

With 1H-imidazole; n-butyllithium; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; diethylamino-sulfur trifluoride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)80840-0

Reference yield:

2,2-Difluoro-non-3-ynoic acid ethyl ester (120623-79-2) → tert-Butyl-{(S)-2,2-difluoro-1-[(1E,3E)-5-(tetrahydro-pyran-2-yloxy)-penta-1,3-dienyl]-non-3-ynyloxy}-diphenyl-silane (120642-24-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / n-BuLi / tetrahydrofuran / -78 °C

2: 72 percent / R-Alpine Borane

3: 75 percent / Red-Al / tetrahydrofuran

4: 74 percent / imidazole / dimethylformamide

With 1H-imidazole; n-butyllithium; B-isopinocampheyl-9-borabicyclo[3.3.1]nonane; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)80840-0

upstream raw materials:

(2E,4E)-(S)-7,7-Difluoro-1-(tetrahydro-pyran-2-yloxy)-tetradeca-2,4-dien-8-yn-6-ol

tert-butylchlorodiphenylsilane

2-Oxo-non-3-ynoic acid ethyl ester

2,2-Difluoro-non-3-ynoic acid ethyl ester

Downstream raw materials:

(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-7,7-difluoro-tetradeca-2,4-dien-8-yn-1-ol

Benzoic acid (2E,4E,6E)-(1S,8S)-8-(tert-butyl-diphenyl-silanyloxy)-9,9-difluoro-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6-trien-10-ynyl ester

Benzoic acid (2Z,4E,6E)-(1S,8S)-8-(tert-butyl-diphenyl-silanyloxy)-9,9-difluoro-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6-trien-10-ynyl ester

[(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-7,7-difluoro-tetradeca-2,4-dien-8-ynyl]-triphenyl-phosphonium; bromide