4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde

Base Information

Chemical Name:4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde
CAS No.:878131-83-0
Molecular Formula:C₃₁H₄₈O₄Si₂
Molecular Weight:540.891
Hs Code.:

4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6-[2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde

Synonyms:4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde

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Chemical Property of 4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde

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Technology Process of 4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde

There total 6 articles about 4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-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: 90.0%

: 878132-02-6
{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-methanol

: 878131-83-0
4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol0527678

Reference yield:

: (3S,4R,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-3-methyl-tetrahydro-pyran-2-one

: 878131-83-0
4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / 2,6-lutidine / dimethylformamide / 3.5 h / 20 °C

2: 90 percent / nBuLi / tetrahydrofuran; hexane / 3 h / -78 °C

3: 90 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 1.5 h / -30 °C

4: 100 percent / H₂ / Pd/C / ethanol / 48 h

5: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With 2,6-dimethylpyridine; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; 5: Dess-Martin oxidation;
DOI:10.1021/ol0527678

Reference yield:

: 878132-00-4
4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-one

: 878131-83-0
4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / nBuLi / tetrahydrofuran; hexane / 3 h / -78 °C

2: 90 percent / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / 1.5 h / -30 °C

3: 100 percent / H₂ / Pd/C / ethanol / 48 h

4: 90 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; 4: Dess-Martin oxidation;
DOI:10.1021/ol0527678