3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester

Base Information

Chemical Name:3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester
CAS No.:464915-49-9
Molecular Formula:C₃₂H₅₄O₅SSi
Molecular Weight:578.929
Hs Code.:

3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid <i>S</i>-<i>tert</i>-butyl ester

Synonyms:3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester

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Chemical Property of 3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester

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Technology Process of 3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester

There total 8 articles about 3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester 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:

: (2S,3S)-tert-butyldimethylsilyl-2-methylhex-4-yn-3-ol

: 464915-49-9
3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 92 percent / Ag₂O / diethyl ether / 3.5 h / 20 °C

2.1: 85 percent / CpRu(NCMe)3PF₆ / acetone / 0.33 h / 20 °C

3.1: (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; Pd₂dba3*CHCl₃; nBu₄NCl / CH₂Cl₂ / 20 h / 20 °C

4.1: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

5.1: 83 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 5 h / 0 °C

6.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

6.2: 70 percent / tetrahydrofuran; hexane / 3 h / -107 °C

7.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; Dess-Martin periodane; diisopropylamine; silver(l) oxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetone; 2.1: Alder-ene reaction;
DOI:10.1021/ja0205232

Reference yield:

: 150-76-5
4-methoxy-phenol

: 464915-49-9
3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; Pd₂dba3*CHCl₃; nBu₄NCl / CH₂Cl₂ / 20 h / 20 °C

2.1: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

3.1: 83 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 5 h / 0 °C

4.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 70 percent / tetrahydrofuran; hexane / 3 h / -107 °C

5.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; Dess-Martin periodane; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja0205232

Reference yield:

: 370561-82-3
(2S,3S)-tert-butyldimethylsilyloxy-2-methyl-3-methoxy-hex-4-yne

: 464915-49-9
3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-9-(4-methoxy-phenoxy)-2,4,7-trimethyl-undeca-6,10-dienethioic acid S-tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 85 percent / CpRu(NCMe)3PF₆ / acetone / 0.33 h / 20 °C

2.1: (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; Pd₂dba3*CHCl₃; nBu₄NCl / CH₂Cl₂ / 20 h / 20 °C

3.1: 94 percent / tetrabutylammonium fluoride / tetrahydrofuran / 5 h / 20 °C

4.1: 83 percent / Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 5 h / 0 °C

5.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 70 percent / tetrahydrofuran; hexane / 3 h / -107 °C

6.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

With 2,6-dimethylpyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; n-butyllithium; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; tetrabutyl ammonium fluoride; tetrabutyl-ammonium chloride; sodium hydrogencarbonate; Dess-Martin periodane; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; acetone; 1.1: Alder-ene reaction;
DOI:10.1021/ja0205232