4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne

Base Information

Chemical Name:4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne
CAS No.:502176-97-8
Molecular Formula:C₂₇H₃₄O₃SSi
Molecular Weight:466.717
Hs Code.:

Synonyms:4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne

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Chemical Property of 4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne

Chemical Property:

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Technology Process of 4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne

There total 10 articles about 4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne 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:

: [2-benzenesulfinyl-1-(5-phenyl-pent-4-ynyl)-buta-2,3-dienyloxy]-tert-butyl-dimethyl-silane

: 502176-97-8
4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃;
DOI:10.1021/jo020649h

Reference yield:

: 591-50-4
iodobenzene

: 502176-97-8
4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / CuI; iPr₂NH; PdCl₂(PPh₃)2 / tetrahydrofuran / 18 h / 20 °C

2: Et₃N / tetrahydrofuran / -78 °C

3: mCPBA / CH₂Cl₂ / 0 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo020649h

Reference yield:

: 928-90-5
5-hexyl-1-ol

: 502176-97-8
4-(tert-butyldimethylsiloxy)-9-phenyl-3-(phenylsulfonyl)-1,2-nonadien-8-yne

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.75 h / -78 °C

1.2: hexane; tetrahydrofuran / -78 - 20 °C

1.3: 10percent aq. HCl / 3 h / 20 °C

2.1: Py*SO₃; DMSO; Et₃N / CH₂Cl₂ / 6 h / 20 °C

3.1: tetrahydrofuran / 2.5 h / -20 °C

4.1: 3.04 g / imidazole / dimethylformamide / 12 h / 20 °C

5.1: n-BuLi / hexane; tetrahydrofuran / 0.67 h / -78 °C

5.2: 73 percent / hexane; tetrahydrofuran / 6 h / 20 °C

6.1: 95 percent / K₂CO₃ / methanol / 20 °C

7.1: 93 percent / CuI; iPr₂NH; PdCl₂(PPh₃)2 / tetrahydrofuran / 18 h / 20 °C

8.1: Et₃N / tetrahydrofuran / -78 °C

9.1: mCPBA / CH₂Cl₂ / 0 °C

With 1H-imidazole; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; sulfur trioxide pyridine complex; potassium carbonate; dimethyl sulfoxide; triethylamine; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo020649h