[4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene

Base Information

Chemical Name:[4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene
CAS No.:166322-59-4
Molecular Formula:C₂₇H₅₂O₃Si₂
Molecular Weight:480.879
Hs Code.:

Synonyms:[4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene

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Chemical Property of [4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene

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Technology Process of [4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene

There total 11 articles about [4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene 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: 97.5%

: 69739-34-0
t-butyldimethylsiyl triflate

: 144604-67-1
6-Benzyloxy-2,4-dimethylhexane-1,3-diol

: 166322-59-4
[4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1039/b000751j

Reference yield:

: 4799-68-2
3-benzyloxypropan-1-ol

: 166322-59-4
[4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene

Guidance literature:: Multi-step reaction with 11 steps

1.1: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1 h / -78 °C

2.1: 28 g / CH₂Cl₂ / 20 °C

3.1: 84 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / 0 °C

4.1: (+)-diethyl tartrate; 4-Angstroem molecular sieves / Ti(OiPr)4 / CH₂Cl₂ / 0.5 h / -20 °C

4.2: 76 percent / t-BuOOH / CH₂Cl₂; 2,2,4-trimethyl-pentane / 20 h / -20 - -18 °C

5.1: CH₂Cl₂ / 15 h / 0 - 20 °C

6.1: aq. NaIO₄ / methanol / 6 h

7.1: 94 percent / CH₂Cl₂ / 20 °C

8.1: 96 percent / DIBAL-H / hexane; tetrahydrofuran / 2 h / 0 °C

9.1: (-)-diethyl tartrate; 4 Angstroem molecular sieves / Ti(i-OPr)4 / CH₂Cl₂ / 0.5 h / -20 °C

9.2: 85 percent / t-BuOOH / CH₂Cl₂ / 20 h / -20 - -18 °C

10.1: CuI / tetrahydrofuran / 0.5 h / 0 °C

10.2: tetrahydrofuran / 15 h / 5 °C

10.3: 84 percent / aq. NaIO₄ / methanol / 7 h

11.1: 97.5 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium periodate; copper(l) iodide; oxalyl dichloride; 4 A molecular sieve; diisobutylaluminium hydride; dimethyl sulfoxide; (+)-Weinsaeure-diethylester; (-)-diethyl tartrate; triethylamine; titanium(IV) isopropylate; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Oxidation / 2.1: Condensation / 3.1: Reduction / 4.1: Substitution / 4.2: Epoxidation / 5.1: Methylation / 6.1: Oxidation / 7.1: Condensation / 8.1: Reduction / 9.1: Substitution / 9.2: Epoxidation / 10.1: Transmetallation / 10.2: Methylation / 10.3: Oxidation / 11.1: Substitution;
DOI:10.1039/b000751j

Reference yield:

: 70542-83-5
ethyl (2E)-5-(benzyloxy)pent-2-enoate

: 166322-59-4
[4,6-Bis(tert-butyldimethylsilanyloxy)-3,5-dimethylhexyloxymethyl]benzene

Guidance literature:: Multi-step reaction with 9 steps

1.1: 84 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / 0 °C

2.1: (+)-diethyl tartrate; 4-Angstroem molecular sieves / Ti(OiPr)4 / CH₂Cl₂ / 0.5 h / -20 °C

2.2: 76 percent / t-BuOOH / CH₂Cl₂; 2,2,4-trimethyl-pentane / 20 h / -20 - -18 °C

3.1: CH₂Cl₂ / 15 h / 0 - 20 °C

4.1: aq. NaIO₄ / methanol / 6 h

5.1: 94 percent / CH₂Cl₂ / 20 °C

6.1: 96 percent / DIBAL-H / hexane; tetrahydrofuran / 2 h / 0 °C

7.1: (-)-diethyl tartrate; 4 Angstroem molecular sieves / Ti(i-OPr)4 / CH₂Cl₂ / 0.5 h / -20 °C

7.2: 85 percent / t-BuOOH / CH₂Cl₂ / 20 h / -20 - -18 °C

8.1: CuI / tetrahydrofuran / 0.5 h / 0 °C

8.2: tetrahydrofuran / 15 h / 5 °C

8.3: 84 percent / aq. NaIO₄ / methanol / 7 h

9.1: 97.5 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; sodium periodate; copper(l) iodide; 4 A molecular sieve; diisobutylaluminium hydride; (+)-Weinsaeure-diethylester; (-)-diethyl tartrate; titanium(IV) isopropylate; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Reduction / 2.1: Substitution / 2.2: Epoxidation / 3.1: Methylation / 4.1: Oxidation / 5.1: Condensation / 6.1: Reduction / 7.1: Substitution / 7.2: Epoxidation / 8.1: Transmetallation / 8.2: Methylation / 8.3: Oxidation / 9.1: Substitution;
DOI:10.1039/b000751j