{(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-benzene

Base Information

Chemical Name:{(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-benzene
CAS No.:906066-59-9
Molecular Formula:C₄₀H₇₈O₄Si₃
Molecular Weight:707.313
Hs Code.:

Synonyms:{(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-benzene

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Chemical Property of {(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-benzene

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Technology Process of {(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-benzene

There total 21 articles about {(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-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:

: Toluene-4-sulfonic acid (2S,3S,6S)-7-benzyloxy-2-[(1S,3R,4R)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexylmethyl]-6-methyl-3-triethylsilanyloxy-heptyl ester

: 906066-59-9
{(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-benzene

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at -20 - 0 ℃; for 5h;
DOI:10.1016/j.tetlet.2006.05.115

Reference yield:

: 906066-54-4
(1R,2R,4R)-2-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxymethyl-cyclohexanol

: 906066-59-9
{(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-benzene

Guidance literature:: Multi-step reaction with 11 steps

1.1: 2,4,6-collidine / CH₂Cl₂ / 3 h / -78 °C

2.1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

3.1: K₂CO₃ / methanol / 1 h / 0 - 20 °C

4.1: LiCl; DIPEA / acetonitrile / 6 h / 20 °C

5.1: H₂ / Pd-C / ethyl acetate / 1 h / 20 °C

6.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

6.2: CH₂Cl₂ / 12 h / -78 - 20 °C

7.1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

8.1: diethyl ether / 0.5 h / 0 °C

9.1: Et₃N; DMAP / CH₂Cl₂ / 24 h / 0 - 20 °C

10.1: LiEt₃BH / tetrahydrofuran / 5 h / -20 - 0 °C

With 2,6-dimethylpyridine; 2,4,6-trimethyl-pyridine; dmap; di-n-butylboryl trifluoromethanesulfonate; hydrogen; lithium triethylborohydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetonitrile; 4.1: Swern oxidation / 5.1: Horner-Wadsworth-Emmons olefination / 7.1: aldol reaction / 9.1: LiEt3BH;
DOI:10.1016/j.tetlet.2006.05.115

Reference yield:

: Acetic acid (1R,3R,4R)-3-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-cyclohexylmethyl ester

: 906066-59-9
{(2S,5S,6R)-7-[(1S,3R,4R)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-cyclohexyl]-2,6-dimethyl-5-triethylsilanyloxy-heptyloxymethyl}-benzene

Guidance literature:: Multi-step reaction with 10 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

2.1: K₂CO₃ / methanol / 1 h / 0 - 20 °C

3.1: LiCl; DIPEA / acetonitrile / 6 h / 20 °C

4.1: H₂ / Pd-C / ethyl acetate / 1 h / 20 °C

5.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / -78 °C

5.2: CH₂Cl₂ / 12 h / -78 - 20 °C

6.1: 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

7.1: diethyl ether / 0.5 h / 0 °C

8.1: Et₃N; DMAP / CH₂Cl₂ / 24 h / 0 - 20 °C

9.1: LiEt₃BH / tetrahydrofuran / 5 h / -20 - 0 °C

With 2,6-dimethylpyridine; dmap; di-n-butylboryl trifluoromethanesulfonate; hydrogen; lithium triethylborohydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; acetonitrile; 3.1: Swern oxidation / 4.1: Horner-Wadsworth-Emmons olefination / 6.1: aldol reaction / 8.1: LiEt3BH;
DOI:10.1016/j.tetlet.2006.05.115