3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl ester

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Chemical Name:3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl ester
CAS No.:925231-71-6
Molecular Formula:C₃₂H₅₄O₉SSi
Molecular Weight:642.927
Hs Code.:

Synonyms:3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl ester

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Chemical Property of 3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl ester

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Technology Process of 3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl ester

There total 8 articles about 3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl 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: 96.0%

: 925231-70-5
toluene-4-sulfonic acid 3-hydroxy-4-methoxymethoxy-6-methyl-5-triisopropylsilanyloxy-oct-7-enyl ester

: 623-47-2
propynoic acid ethyl ester

: 925231-71-6
3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl ester

Guidance literature:: With 4-methyl-morpholine; In dichloromethane; for 12h;
DOI:10.1002/anie.200603363

Reference yield:

: 925231-66-9
methoxymethoxy-[2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetaldehyde

: 925231-71-6
3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: molecular sieves 4 Angstroem / toluene / 36 h / -78 °C

1.2: aq. NaOH / toluene / 1 h / 0 °C

2.1: 99 percent / collidine / CH₂Cl₂ / 2 h / 20 °C

3.1: 92 percent / cerium(IV) ammonium nitrate / acetonitrile; H₂O / 2 h / 0 °C

4.1: 99 percent / Et₃N / CH₂Cl₂ / 6 h / 0 °C

5.1: 96 percent / N-methylmorpholine / CH₂Cl₂ / 12 h

With 4-methyl-morpholine; 2,3,5-trimethyl-pyridine; ammonium cerium(IV) nitrate; 4 A molecular sieve; triethylamine; In dichloromethane; water; toluene; acetonitrile; 1.1: Roush crotylation;
DOI:10.1002/anie.200603363

Reference yield:

: 925231-64-7
hydroxy-[2-(4-methoxy-phenyl)-[1,3]dioxan-4-yl]-acetic acid ethyl ester

: 925231-71-6
3-{2-methoxymethoxy-4-methyl-1-[2-(toluene-4-sulfonyloxy)-ethyl]-3-triisopropylsilanyloxy-hex-5-enyloxy}-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 95 percent / 4-(dimethylamino)pyridine; ethyldiisopropylamine / CH₂Cl₂ / 10 h / Heating

2.1: 75 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 2 h / -78 °C

3.1: molecular sieves 4 Angstroem / toluene / 36 h / -78 °C

3.2: aq. NaOH / toluene / 1 h / 0 °C

4.1: 99 percent / collidine / CH₂Cl₂ / 2 h / 20 °C

5.1: 92 percent / cerium(IV) ammonium nitrate / acetonitrile; H₂O / 2 h / 0 °C

6.1: 99 percent / Et₃N / CH₂Cl₂ / 6 h / 0 °C

7.1: 96 percent / N-methylmorpholine / CH₂Cl₂ / 12 h

With 4-methyl-morpholine; 2,3,5-trimethyl-pyridine; dmap; ammonium cerium(IV) nitrate; 4 A molecular sieve; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane; water; toluene; acetonitrile; 3.1: Roush crotylation;
DOI:10.1002/anie.200603363