(E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane

Base Information

Chemical Name:(E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane
CAS No.:464915-19-3
Molecular Formula:C₂₅H₄₂O₄Si
Molecular Weight:434.692
Hs Code.:

Synonyms:(E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane

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Chemical Property of (E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane

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Technology Process of (E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane

There total 9 articles about (E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane 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: 51.0%

: 150-76-5
4-methoxy-phenol

: 370561-83-4
Carbonic acid (2E,5E)-(7R,8S)-9-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-5,8-dimethyl-nona-2,5-dienyl ester 2,2,2-trichloro-ethyl ester

: 370561-85-6
(E)-(2R,3R,7R)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane

: 464915-19-3
(E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane

: tert-Butyl-[(4E,7E)-(2S,3R)-3-methoxy-9-(4-methoxy-phenoxy)-2,5-dimethyl-nona-4,7-dienyloxy]-dimethyl-silane

Guidance literature:: With tris(dibenzylideneacetone)dipalladium chloroform complex; tetrabutyl-ammonium chloride; (+)-1(S),2(S)-bis<2'-(diphenylphosphino)benzamido>-1,2-diphenylethane; In dichloromethane;
DOI:10.1021/ja011424b

Reference yield:

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

: 464915-19-3
(E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / Ag₂O / diethyl ether / 3.5 h / 20 °C

2: 85 percent / CpRu(NCMe)3PF₆ / acetone / 0.33 h / 20 °C

3: (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; Pd₂dba3*CHCl₃; nBu₄NCl / CH₂Cl₂ / 20 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; tetrabutyl-ammonium chloride; silver(l) oxide; In diethyl ether; dichloromethane; acetone; 2: Alder-ene reaction;
DOI:10.1021/ja0205232

Reference yield:

: 93454-85-4
(S)-3-(tert-butyldimethylsilyloxy)-2-methylpropionic acid methyl ester

: 464915-19-3
(E)-(2S,3R,7S)-tert-butyl[3-methoxy-7-(4-methoxyphenoxy)-2,5-dimethylnona-4,8-dienyloxy]dimethylsilane

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / i-PrMgCl / tetrahydrofuran / 0.25 h / -10 °C

2: 89 percent / tetrahydrofuran / 2 h / 0 °C

3: 99 percent / 2-methyl (S)-CBS oxazaborolidine; BH₃*SMe₂ / tetrahydrofuran / 1 h / -30 °C

4: 92 percent / Ag₂O / diethyl ether / 3.5 h / 20 °C

5: 85 percent / CpRu(NCMe)3PF₆ / acetone / 0.33 h / 20 °C

6: (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; Pd₂dba3*CHCl₃; nBu₄NCl / CH₂Cl₂ / 20 h / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; dimethylsulfide borane complex; (-)-(1S,2S)-(2'-Ph₂P-C₆H₄-CONH)2-1,2-diphenylethane; tetrabutyl-ammonium chloride; isopropylmagnesium chloride; silver(l) oxide; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; 5: Alder-ene reaction;
DOI:10.1021/ja0205232