tert-butyl-{6-[2-[1,3]dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-dimethyl-silane

Base Information

• Chemical Name: tert-butyl-{6-[2-[1,3]dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-dimethyl-silane
• CAS No.: 543724-56-7
• Molecular Formula: C₃₀H₄₈O₅Si
• Molecular Weight: 516.794
• Mol file: 543724-56-7.mol

Synonyms:

Chemical Property of tert-butyl-{6-[2-[1,3]dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-{6-[2-[1,3]dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-dimethyl-silane

There total 11 articles about tert-butyl-{6-[2-[1,3]dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-dimethyl-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:

4,4-ethylenedioxycyclohexan-1-ol (22428-87-1) → tert-butyl-{6-[2-[1,3]dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-dimethyl-silane (543724-56-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: KH / tetrahydrofuran / 1 h / 0 °C

1.2: 96 percent / tetrahydrofuran / 0 - 20 °C

2.1: 92 percent / PPTS; H₂O / acetone / 5.5 h / Heating

3.1: PhS(O)OMe; KH / tetrahydrofuran / 0.5 h / 20 °C

3.2: 82 percent / Na₂CO₃ / toluene / 0.5 h / Heating

4.1: Br₂ / CCl₄ / 1.75 h / 0 °C

5.1: 9.58 g / Et₃N / CCl₄ / 0.67 h

6.1: n-BuLi / tetrahydrofuran / 2.5 h / 0 °C

6.2: CeCl₃ / tetrahydrofuran / 5 h / -78 °C

7.1: 10.01 g / tetrahydrofuran / -78 - 20 °C

8.1: t-BuLi / diethyl ether / -78 - 0 °C

8.2: CuCN / diethyl ether; tetrahydrofuran / 1 h / -68 °C

8.3: 92 percent / diethyl ether; tetrahydrofuran / 3 h / -50 - 0 °C

9.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

9.2: 90 percent / tetrahydrofuran / 1 h / -78 °C

10.1: PPTS / benzene / 6 h / Heating

With n-butyllithium; methyl benzenesulfinate; water; bromine; tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hydride; triethylamine; In tetrahydrofuran; tetrachloromethane; diethyl ether; acetone; benzene;

DOI:10.1139/v02-196

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → tert-butyl-{6-[2-[1,3]dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-dimethyl-silane (543724-56-7)

Guidance literature:

Multi-step reaction with 11 steps

1.1: NaBH₄ / methanol / 3 h / 0 °C

2.1: KH / tetrahydrofuran / 1 h / 0 °C

2.2: 96 percent / tetrahydrofuran / 0 - 20 °C

3.1: 92 percent / PPTS; H₂O / acetone / 5.5 h / Heating

4.1: PhS(O)OMe; KH / tetrahydrofuran / 0.5 h / 20 °C

4.2: 82 percent / Na₂CO₃ / toluene / 0.5 h / Heating

5.1: Br₂ / CCl₄ / 1.75 h / 0 °C

6.1: 9.58 g / Et₃N / CCl₄ / 0.67 h

7.1: n-BuLi / tetrahydrofuran / 2.5 h / 0 °C

7.2: CeCl₃ / tetrahydrofuran / 5 h / -78 °C

8.1: 10.01 g / tetrahydrofuran / -78 - 20 °C

9.1: t-BuLi / diethyl ether / -78 - 0 °C

9.2: CuCN / diethyl ether; tetrahydrofuran / 1 h / -68 °C

9.3: 92 percent / diethyl ether; tetrahydrofuran / 3 h / -50 - 0 °C

10.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

10.2: 90 percent / tetrahydrofuran / 1 h / -78 °C

11.1: PPTS / benzene / 6 h / Heating

With sodium tetrahydroborate; n-butyllithium; methyl benzenesulfinate; water; bromine; tert.-butyl lithium; pyridinium p-toluenesulfonate; potassium hydride; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; acetone; benzene;

DOI:10.1139/v02-196

Reference yield:

4-(4-methoxy-benzyloxy)-cyclohex-2-enone (543724-83-0) → tert-butyl-{6-[2-[1,3]dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-enylidene]-2-methyl-hexyloxy}-dimethyl-silane (543724-56-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: Br₂ / CCl₄ / 1.75 h / 0 °C

2.1: 9.58 g / Et₃N / CCl₄ / 0.67 h

3.1: n-BuLi / tetrahydrofuran / 2.5 h / 0 °C

3.2: CeCl₃ / tetrahydrofuran / 5 h / -78 °C

4.1: 10.01 g / tetrahydrofuran / -78 - 20 °C

5.1: t-BuLi / diethyl ether / -78 - 0 °C

5.2: CuCN / diethyl ether; tetrahydrofuran / 1 h / -68 °C

5.3: 92 percent / diethyl ether; tetrahydrofuran / 3 h / -50 - 0 °C

6.1: n-BuLi / tetrahydrofuran / 0.33 h / -78 °C

6.2: 90 percent / tetrahydrofuran / 1 h / -78 °C

7.1: PPTS / benzene / 6 h / Heating

With n-butyllithium; bromine; tert.-butyl lithium; pyridinium p-toluenesulfonate; triethylamine; In tetrahydrofuran; tetrachloromethane; diethyl ether; benzene;

DOI:10.1139/v02-196

upstream raw materials:

ethylene glycol

6-[6-(tert-butyl-dimethyl-silanyloxy)-5-methyl-hexylidene]-3-(4-methoxy-benzyloxy)-cyclohex-1-enecarbaldehyde

4,4-ethylenedioxycyclohexan-1-ol

cyclohexanedione monoethylene ketal

Downstream raw materials:

(E)-8-[2-[1,3]Dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-en-(E)-ylidene]-4-methyl-oct-2-enoic acid methyl ester

(E)-8-[2-Formyl-4-(4-methoxy-benzyloxy)-cyclohex-2-en-(E)-ylidene]-4-methyl-oct-2-enoic acid methyl ester

6-[2-[1,3]Dioxolan-2-yl-4-(4-methoxy-benzyloxy)-cyclohex-2-en-(E)-ylidene]-2-methyl-hexanal

(E)-8-[2-Formyl-4-hydroxy-cyclohex-2-en-(E)-ylidene]-4-methyl-oct-2-enoic acid methyl ester