[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone

Base Information

Chemical Name:[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone
CAS No.:852380-83-7
Molecular Formula:C₃₄H₅₉NO₅Si₃
Molecular Weight:646.103
Hs Code.:

[3,5-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1<i>H</i>-indol-2-yl]-methanone

Synonyms:[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone

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Chemical Property of [3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone

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Technology Process of [3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone

There total 8 articles about [3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone 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%

: 852380-82-6
[3-(tert-butyl-dimethyl-silanyloxy)-1,5-dihydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone

: 69739-34-0
t-butyldimethylsiyl triflate

: 852380-83-7
[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 23 ℃; for 0.166667h;
DOI:10.1021/ja050586v

Reference yield:

: 852380-73-5
2-bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indole

: 852380-83-7
[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.12 h / -78 °C

1.2: 72 percent / tetrahydrofuran; hexane / 1 h / -42 °C

2.1: 93 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / 23 °C

With 2,6-dimethylpyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja050586v

Reference yield:

: 77-95-2
D-(-)-quinic acid

: 852380-83-7
[3,5-bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-4-methylene-cyclohexyl]-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-2-yl]-methanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: Amberlyst H⁺ resin; benzene / dimethylformamide / Heating

2.1: triethylamine; DMAP / dimethylformamide / 23 °C

3.1: pyridinium dichromate; Celite; molecular sieves 4 Angstroem / acetonitrile / 45 °C

4.1: t-BuOK / tetrahydrofuran / 65 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.12 h / -78 °C

5.2: 72 percent / tetrahydrofuran; hexane / 1 h / -42 °C

6.1: 93 percent / 2,6-lutidine / CH₂Cl₂ / 0.17 h / 23 °C

With 2,6-dimethylpyridine; dmap; dipyridinium dichromate; n-butyllithium; 4 A molecular sieve; Amberlyst H⁺ resin; Celite; potassium tert-butylate; triethylamine; benzene; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4.1: Wittig olefination;
DOI:10.1021/ja050586v