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

Base Information

Chemical Name:6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-cyclohexyl}-benzo[1,3]dioxole-5-carbaldehyde
CAS No.:118437-08-4
Molecular Formula:C₂₅H₄₀O₄Si₂
Molecular Weight:460.761
Hs Code.:

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

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

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

There total 6 articles about 6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-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: 93.0%

: 118419-53-7
(6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-cyclohexyl}-benzo[1,3]dioxol-5-yl)-methanol

: 118437-08-4
6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-cyclohexyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: With manganese(IV) oxide; In hexane; for 1h; Ambient temperature;
DOI:10.1021/ja00184a082

Reference yield:

: 118419-48-0
C₁₀H₉LiO₄

: 118437-08-4
6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-cyclohexyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) THF, ether, -78 deg C, 2.) 0 deg C

2: 93 percent / NaBH₄ / tetrahydrofuran; methanol / 0.17 h / Ambient temperature

3: 80 percent / MCPBA / CH₂Cl₂ / 1 h / 0 °C

4: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) -78 deg C to 0 deg C

5: 93 percent / MnO₂ / hexane / 1 h / Ambient temperature

With manganese(IV) oxide; sodium tetrahydroborate; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ja00184a082

Reference yield:

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

: 118437-08-4
6-{(1S,2R)-2-(tert-Butyl-dimethyl-silanyloxy)-6-[2-trimethylsilanyl-eth-(E)-ylidene]-cyclohexyl}-benzo[1,3]dioxole-5-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / NaBH₄ / tetrahydrofuran; methanol / 0.17 h / Ambient temperature

2: 80 percent / MCPBA / CH₂Cl₂ / 1 h / 0 °C

3: 1.) n-BuLi / 1.) THF, -78 deg C, 2.) -78 deg C to 0 deg C

4: 93 percent / MnO₂ / hexane / 1 h / Ambient temperature

With manganese(IV) oxide; sodium tetrahydroborate; n-butyllithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ja00184a082