tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane

Base Information

• Chemical Name: tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane
• CAS No.: 906076-69-5
• Molecular Formula: C₂₀H₃₀O₄SSi
• Molecular Weight: 394.607
• Mol file: 906076-69-5.mol

Synonyms:tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane

Chemical Property of tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane

There total 1 articles about tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)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: 75.0%

((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane (606129-09-3) → tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane (906076-69-5)

Guidance literature:

With ammonium tetrafluoroborate; N,N'-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediaminomanganese(III) chloride; dihydrogen peroxide; sodium phosphate; In methanol; dichloromethane; at 0 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ol300996m

Reference yield: 91.0%

tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane (906076-69-5) + methylmagnesium bromide (75-16-1) → C21H34O4SSi (1171091-32-9)

Guidance literature:

tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane; With copper(l) cyanide; In diethyl ether; at 20 ℃; for 0.166667h; Inert atmosphere;

methylmagnesium bromide; In tetrahydrofuran; toluene; at 0 ℃; for 0.75h; Inert atmosphere;

DOI:10.1021/ja9017557

Reference yield: 86.0%

tert-butyldimethyl(((1S,2R,3R,7S)-2-methyl-6-(phenylsulfonyl)-8-oxabicyclo[5.1.0]oct-5-en-3-yl)oxy)silane (906076-69-5) + 3,5-dimethyl-1H-pyrazole (67-51-6) → (1S,4R,6R,7R)-3-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-4-(3,5-dimethyl-pyrazol-1-yl)-7-methyl-cyclohept-2-enol (906076-71-9)

Guidance literature:

In ethanol; at 55 ℃; for 6.5h;

DOI:10.1021/ol060530l

upstream raw materials:

((1R,2R)-5-Benzenesulfonyl-2-methyl-cyclohepta-3,5-dienyloxy)-tert-butyl-dimethyl-silane

Downstream raw materials:

(1S,4R,6R,7R)-3-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-4-(3,5-dimethyl-pyrazol-1-yl)-7-methyl-cyclohept-2-enol

(1S,2S,6R,7R)-3-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2,7-dimethyl-cyclohept-3-enol

(1R,5S,6S,7S)-6-(tert-butyldimethylsilyloxy)-5,7-dimethyl-4-(phenylsulfonyl)cyclohept-3-enol

(4R,5S,6S,7S)-1-Benzenesulfonyl-4,6-bis-(tert-butyl-dimethyl-silanyloxy)-5,7-dimethyl-cycloheptene