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

Base Information

• Chemical Name: [(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-7,7-difluoro-tetradeca-2,4-dien-8-ynyl]-triphenyl-phosphonium; bromide
• CAS No.: 120623-83-8
• Molecular Formula: Br*C₄₈H₅₂F₂OPSi
• Molecular Weight: 821.9
• Mol file: 120623-83-8.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about [(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-7,7-difluoro-tetradeca-2,4-dien-8-ynyl]-triphenyl-phosphonium; bromide 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: 80.0%

[(S)-1-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-difluoro-non-3-ynyloxy]-tert-butyl-diphenyl-silane (120623-89-4) + triphenylphosphine (603-35-0) → [(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-7,7-difluoro-tetradeca-2,4-dien-8-ynyl]-triphenyl-phosphonium; bromide (120623-83-8)

Guidance literature:

In acetonitrile;

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

Reference yield:

2-Oxo-non-3-ynoic acid ethyl ester (120623-87-2) → [(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-7,7-difluoro-tetradeca-2,4-dien-8-ynyl]-triphenyl-phosphonium; bromide (120623-83-8)

Guidance literature:

Multi-step reaction with 8 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

6: 84 percent / AcOH, water / tetrahydrofuran

7: 91 percent / CBr₄, DIPHOS

8: 80 percent / acetonitrile

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

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

Reference yield:

2,2-Difluoro-non-3-ynoic acid ethyl ester (120623-79-2) → [(2E,4E)-(S)-6-(tert-Butyl-diphenyl-silanyloxy)-7,7-difluoro-tetradeca-2,4-dien-8-ynyl]-triphenyl-phosphonium; bromide (120623-83-8)

Guidance literature:

Multi-step reaction with 7 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

5: 84 percent / AcOH, water / tetrahydrofuran

6: 91 percent / CBr₄, DIPHOS

7: 80 percent / acetonitrile

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

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

upstream raw materials:

[(S)-1-((1E,3E)-5-Bromo-penta-1,3-dienyl)-2,2-difluoro-non-3-ynyloxy]-tert-butyl-diphenyl-silane

triphenylphosphine

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

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

Downstream raw materials:

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

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)-9,9-difluoro-8-hydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6-trien-10-ynyl ester

Benzoic acid (2Z,4E,6E,10Z)-(1S,8S)-9,9-difluoro-8-hydroxy-1-(3-methoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester