Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester
CAS No.:641627-91-0
Molecular Formula:C₃₃H₅₀N₂O₇SSi
Molecular Weight:646.921
Hs Code.:

Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester

Synonyms:Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester

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Chemical Property of Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester

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Technology Process of Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester

There total 11 articles about Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-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:

: 641627-90-9
Toluene-4-sulfonic acid 5-[(1R,5S,7R)-8-benzyl-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-(2Z)-ylidenemethyl]-2,4-dimethoxy-3-methyl-phenyl ester

: 641627-91-0
Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester

Guidance literature:: With hydrogen; trifluoroacetic acid; palladium on activated charcoal; In ethanol; for 28h; under 51714.8 Torr;
DOI:10.1021/ja039223q

Reference yield:

: 19676-67-6
2,4-dimethoxy-3-methylphenol

: 641627-91-0
Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / Et₃N / CH₂Cl₂ / 3.5 h / 20 °C

2.1: 84 percent / N-bromocussinimide / acetonitrile / 10.5 h

3.1: n-BuLi / diethyl ether; hexane / 0.33 h / -78 °C

3.2: 84 percent / diethyl ether / 0.33 h / -78 - -40 °C

4.1: MeOH; aq. K₂CO₃; Pd(PPh₃)4 / benzene / 3.5 h / 70 °C

5.1: CF₃CO₂H; H₂ / Pd/C / ethanol / 28 h / 51714.8 Torr

With methanol; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In diethyl ether; ethanol; hexane; dichloromethane; acetonitrile; benzene; 4.1: Suzuki coupling;
DOI:10.1021/ja039223q

Reference yield:

: triisopropylsilyl trifluoromethanesulfonate

: 641627-91-0
Toluene-4-sulfonic acid 2,4-dimethoxy-3-methyl-5-((1R,2S,5S,7R)-4-oxo-7-triisopropylsilanyloxymethyl-3,8-diaza-bicyclo[3.2.1]oct-2-ylmethyl)-phenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 1.25 h

2: ICl / CH₂Cl₂ / 0.75 h / 0 °C

3: MeOH; aq. K₂CO₃; Pd(PPh₃)4 / benzene / 3.5 h / 70 °C

4: CF₃CO₂H; H₂ / Pd/C / ethanol / 28 h / 51714.8 Torr

With 2,6-dimethylpyridine; methanol; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; Iodine monochloride; potassium carbonate; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; benzene; 3: Suzuki coupling;
DOI:10.1021/ja039223q