6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde

Base Information

• Chemical Name: 6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde
• CAS No.: 118419-50-4
• Molecular Formula: C₃₁H₄₆O₆S₂Si₂
• Molecular Weight: 635.006

Synonyms:6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde

Chemical Property of 6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde

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Technology Process of 6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde

There total 2 articles about 6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde 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:

5-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-6-[1,3]dioxolan-2-yl-benzo[1,3]dioxole (118419-49-1) → 6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde (118419-50-4)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 25 ℃; for 2h; Yield given;

DOI:10.1021/ja00184a082

Reference yield:

3-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)cyclohexene (70810-37-6) + C10H9LiO4 (118419-48-0) + Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester (114789-62-7) → 6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde (118419-50-4) + 5-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-6-[1,3]dioxolan-2-yl-benzo[1,3]dioxole (118419-49-1)

Guidance literature:

Multistep reaction. Title compound not separated from byproducts; 1.) THF, ether, -78 deg C, 2.) 0 deg C;

DOI:10.1021/ja00184a082

Reference yield: 93.0%

6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxole-5-carbaldehyde (118419-50-4) → {6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxol-5-yl}-methanol (118419-51-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 0.166667h; Ambient temperature;

DOI:10.1021/ja00184a082

upstream raw materials:

3-(tert-butyldimethylsilyloxy)-1-(phenylsulfonyl)cyclohexene

C₁₀H₉LiO₄

Toluene-4-thiosulfonic acid S-(2-trimethylsilanyl-ethyl) ester

5-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-6-[1,3]dioxolan-2-yl-benzo[1,3]dioxole

Downstream raw materials:

{6-[(1S,6R)-2-Benzenesulfonyl-6-(tert-butyl-dimethyl-silanyloxy)-2-(2-trimethylsilanyl-ethylsulfanyl)-cyclohexyl]-benzo[1,3]dioxol-5-yl}-methanol

6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-cyclohexyl}-benzo[1,3]dioxole-5-carbaldehyde

(6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-cyclohexyl}-benzo[1,3]dioxol-5-yl)-methanol

(E)-3-(6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-cyclohexyl}-benzo[1,3]dioxol-5-yl)-acrylic acid ethyl ester

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