tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane
CAS No.:405915-40-4
Molecular Formula:C₂₈H₄₀O₃Si
Molecular Weight:452.709
Hs Code.:

Synonyms:tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane

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Technology Process of tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane

There total 10 articles about tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane 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: 99.0%

: 405914-77-4
tert-Butyl-diphenyl-[4-((1R,5S,7R)-7-vinyl-6,8-dioxa-bicyclo[3.2.1]oct-2-en-5-yl)-butoxy]-silane

: 405915-40-4
tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate;
DOI:10.1021/ol0172368

Reference yield:

: 405914-82-1
[4-((4R,5R)-2-Allyl-4,5-divinyl-[1,3]dioxolan-2-yl)-butoxy]-tert-butyl-diphenyl-silane

: 405915-40-4
tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: (Cy₃P)2(Cl)2Ru(=CHPh) / benzene / 2 h

1.2: 97 percent / Pb(OAc)4 / benzene

2.1: 99 percent / hydrogen / Pd/C / ethyl acetate

With Grubbs catalyst first generation; hydrogen; palladium on activated charcoal; In ethyl acetate; benzene;
DOI:10.1021/ol0172368

Reference yield:

: 111-29-5
1 ,5-pentanediol

: 405915-40-4
tert-Butyl-[4-((1R,5S,7R)-7-ethyl-6,8-dioxa-bicyclo[3.2.1]oct-5-yl)-butoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1.1: 86.3 percent / imidazole / dimethylformamide / 18 h / 20 °C

2.1: 88 percent / PCC; Celite; NaOAc / CH₂Cl₂ / 2 h

3.1: 96 percent / MgBr₂*Et₂O / diethyl ether / 1 h / 20 °C

4.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C

4.2: 96 percent / tetrahydrofuran / 3 h / -78 - 20 °C

5.1: 77 percent / (CF₃CO₂)2IPh / acetonitrile; H₂O / 0.25 h

6.1: 99 percent / 10-camphorsulfonic acid / toluene / 6 h / Heating

7.1: 53 percent / potassium tert-butoxide; 18-crown-6 / hexane / 0.5 h / Heating

8.1: (Cy₃P)2(Cl)2Ru(=CHPh) / benzene / 2 h

8.2: 97 percent / Pb(OAc)4 / benzene

9.1: 99 percent / hydrogen / Pd/C / ethyl acetate

With 1H-imidazole; Grubbs catalyst first generation; n-butyllithium; 18-crown-6 ether; Celite; (1S)-10-camphorsulfonic acid; potassium tert-butylate; hydrogen; sodium acetate; pyridinium chlorochromate; bis-[(trifluoroacetoxy)iodo]benzene; magnesium bromide; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ol0172368