(3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester

Base Information

Chemical Name:(3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester
CAS No.:949148-83-8
Molecular Formula:C₂₈H₄₀O₄Si
Molecular Weight:468.709
Hs Code.:

Synonyms:(3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester

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Chemical Property of (3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester

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Technology Process of (3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester

There total 1 articles about (3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl 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: 62.0%

: 949148-84-9
(E)-(S)-3-(dimethyl-phenyl-silanyl)-3-methyl-hex-4-enoic acid methyl ester

: C₂₁H₃₀O₃Si

: 949148-83-8
(3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -50 ℃; for 24h;
DOI:10.1021/ol701427k

Reference yield:

: 949148-83-8
(3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester

: C₂₇H₃₈O₄Si

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 3h;
DOI:10.1021/ol701427k

Reference yield:

: 949148-83-8
(3E,5S,6R,7S)-7-(tert-butyl-diphenyl-silanyloxy)-6-methoxy-3,5-dimethyl-oct-3-enoic acid methyl ester

: 949148-93-0
2-((2R,5S,6S)-6-((2E,4E,6S,8E,10S,11R,12S)-12-(tert-butyldiphenylsilyloxy)-11-methoxy-6,8,10-trimethyltrideca-2,4,8-trien-2-yl)-5-methyltetrahydro-2H-pyran-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 9 steps

1.1: LiOH / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

2.1: oxalyl chloride / CH₂Cl₂; dimethylformamide / 20 °C

3.1: 1.68 g / diethyl ether / 0.5 h / 0 °C

4.1: 80 percent / silver benzoate / CH₂Cl₂ / 0.08 h / 20 °C

5.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1.75 h / -78 - 0 °C

5.2: tetrahydrofuran; hexane / 0.5 h / 0 °C

6.1: lithium diisopropylamide; BH₃*NH₃ / tetrahydrofuran; hexane / 2 h / 20 °C

7.1: 100 percent / oxalyl chloride; methyl sulfoxide; triethylamine / CH₂Cl₂

8.1: 381 mg / CrCl₂ / dioxane; tetrahydrofuran / 0 - 20 °C

9.1: 71 percent / tetrabutylammonium fluoride / allylpalladium chloride dimer / tetrahydrofuran / 6 h / 20 °C

With chromium dichloride; lithium hydroxide; borane-ammonia complex; oxalyl dichloride; tetrabutyl ammonium fluoride; silver benzoate; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; bis(η3-allyl-μ-chloropalladium(II)); In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; 7.1: Swern oxidation / 8.1: Takai olefination;
DOI:10.1021/ol701427k