toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester

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Chemical Name:toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester
CAS No.:924888-10-8
Molecular Formula:C₄₀H₅₆O₇SSi₂
Molecular Weight:737.117
Hs Code.:

toluene-4-sulfonic acid 3-benzyloxy-4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-[6-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester

Synonyms:toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester

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Chemical Property of toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester

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Technology Process of toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester

There total 8 articles about toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester 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: 91.0%

: 924888-19-7
toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-5-[1-(2-oxo-ethyl)-vinyl]-phenyl ester

: 76782-82-6
tert-Butyldimethyl(prop-2-ynyloxy)silane

: 924888-10-8
toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester

Guidance literature:: tert-Butyldimethyl(prop-2-ynyloxy)silane; With diethylzinc; In toluene; for 1h; Heating;

toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-5-[1-(2-oxo-ethyl)-vinyl]-phenyl ester; With titanium(IV) isopropylate; In toluene; at 20 ℃; for 5.5h;
DOI:10.1021/ja0670254

Reference yield:

: 924888-18-6
toluene-4-sulfonic acid 4-formyl-3-hydroxy-2-methyl-phenyl ester

: 924888-10-8
toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 97 percent / potassium carbonate; tetrabutylammonium iodide / acetone / 1.5 h / Heating

2.1: mCPBA / CH₂Cl₂ / 20 °C

3.1: 26.5 g / TEA; MeOH / CH₂Cl₂ / 0.67 h

4.1: 85 percent / N-bromosuccinamide / CH₂Cl₂ / 0 °C

5.1: 87 percent / TEA / 0.75 h

6.1: 77 percent / t-Bu₃P / Pd₂(dba)3 / dimethylformamide; hexane / 10 h / 80 °C

7.1: 98 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 0 °C

8.1: diethyl zinc / toluene / 1 h / Heating

8.2: 91 percent / Ti(iPrO)4 / toluene / 5.5 h / 20 °C

With methanol; N-bromosuccinamide; tri-tert-butyl phosphine; TEA; diethylzinc; tetra-(n-butyl)ammonium iodide; potassium carbonate; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; 6.1: Stille reaction;
DOI:10.1021/ja0670254

Reference yield:

: 924887-99-0
toluene-4-sulfonic acid 3-benzyloxy-4-formyl-2-methyl-phenyl ester

: 924888-10-8
toluene-4-sulfonic acid 3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-1-methylene-hex-4-ynyl]-2-methyl-phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: mCPBA / CH₂Cl₂ / 20 °C

2.1: 26.5 g / TEA; MeOH / CH₂Cl₂ / 0.67 h

3.1: 85 percent / N-bromosuccinamide / CH₂Cl₂ / 0 °C

4.1: 87 percent / TEA / 0.75 h

5.1: 77 percent / t-Bu₃P / Pd₂(dba)3 / dimethylformamide; hexane / 10 h / 80 °C

6.1: 98 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 0 °C

7.1: diethyl zinc / toluene / 1 h / Heating

7.2: 91 percent / Ti(iPrO)4 / toluene / 5.5 h / 20 °C

With methanol; N-bromosuccinamide; tri-tert-butyl phosphine; TEA; diethylzinc; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Stille reaction;
DOI:10.1021/ja0670254