1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol

Base Information

Chemical Name:1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol
CAS No.:410077-45-1
Molecular Formula:C₃₅H₄₈O₅Si
Molecular Weight:576.849
Hs Code.:

1-(<i>tert</i>-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol

Synonyms:1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol

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Chemical Property of 1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol

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Technology Process of 1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol

There total 8 articles about 1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol 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%

: 410077-43-9
C₂₈H₄₂N₂O₄S

: 410077-39-3
(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-3-(R)-oxiranyl-propan-2-ol

: 410077-45-1
1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol

Guidance literature:: C₂₈H₄₂N₂O₄S; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 0 ℃; for 1h; Inert atmosphere;

(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-3-(R)-oxiranyl-propan-2-ol; With n-butyllithium; In tetrahydrofuran; hexane; pentane; at -45 - 0 ℃; for 3.5h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; hexane; pentane;
DOI:10.1016/j.tet.2009.04.003

Reference yield:

: 56599-24-7
p-methoxybenzyl trichloroacetate

: 410077-45-1
1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: p-TsOH / CH₂Cl₂

2.1: 90 percent / i-PrMgCl / tetrahydrofuran / 0.33 h / -20 °C

3.1: 95 percent / tetrahydrofuran / 0.33 h / 0 °C

4.1: 90 percent / tetrahydrofuran / 12 h / 0 - 20 °C

5.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 - 0 °C

5.2: 88 percent / n-BuLi / tetrahydrofuran; pentane; hexane / 3 h / -45 - 0 °C

With tert.-butyl lithium; isopropylmagnesium chloride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; pentane;
DOI:10.1021/ol017273z

Reference yield:

: 184091-30-3
(S)-1-(tert-butyldiphenylsilyloxy)methyl-1-methyloxirane

: 410077-45-1
1-(tert-butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-2-methyl-hept-6-ene-2,4-diol

Guidance literature:: Multi-step reaction with 5 steps

1.1: CuI / tetrahydrofuran / 1 h / -40 °C

1.2: 83 percent / tetrahydrofuran / -45 - 0 °C

2.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

2.2: 99 percent / tetrahydrofuran / 1 h / 20 °C

3.1: IBr / diethyl ether; CH₂Cl₂ / 3.5 h / -100 - -78 °C

4.1: 91 percent / K₂CO₃ / methanol / 2.5 h / 20 °C

5.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 - 0 °C

5.2: 88 percent / n-BuLi / tetrahydrofuran; pentane; hexane / 3 h / -45 - 0 °C

With copper(l) iodide; tert.-butyl lithium; sodium hexamethyldisilazane; iodine(I) bromide; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; pentane;
DOI:10.1021/ol017273z