2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester
• CAS No.: 169745-87-3
• Molecular Formula: C₃₉H₄₃NO₉SSi
• Molecular Weight: 729.923
• Mol file: 169745-87-3.mol

Synonyms:2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Chemical Property of 2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

There total 11 articles about 2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl 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: 98.0%

5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-2-phenylsulfanyl-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester (169745-86-2) → 2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester (169745-87-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform;

DOI:10.1016/S0960-894X(02)00663-7

Reference yield:

dimethyl 2,3-pyridinedicarboxylate (605-38-9) → 2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester (169745-87-3)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 94 percent / H₂O₂; Na₂WO₄; AcOH / 80 °C

2.1: 55 percent / POCl₃ / 130 °C

3.1: 80 percent / K₂CO₃ / dimethylformamide / 80 °C

4.1: 100 percent / NaOH / methanol / 60 °C

5.1: 91 percent / Ac₂O / 110 °C

6.1: tetrahydrofuran / -78 °C

7.1: CDI / dimethylformamide

7.2: LDA / tetrahydrofuran / -78 °C

7.3: 45 percent / SiO₂ / CH₂Cl₂

8.1: 96 percent / tetrahydrofuran / -78 °C

9.1: 93 percent / iPr₂NEt / CH₂Cl₂ / 40 °C

10.1: 98 percent / mCPBA / CHCl₃

With sodium hydroxide; sodium tungstate; dihydrogen peroxide; acetic anhydride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00663-7

Reference yield:

6-chloropyridine-2,3-dicarboxylic acid dimethyl ester (32383-03-2) → 2-benzenesulfonyl-5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester (169745-87-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 80 percent / K₂CO₃ / dimethylformamide / 80 °C

2.1: 100 percent / NaOH / methanol / 60 °C

3.1: 91 percent / Ac₂O / 110 °C

4.1: tetrahydrofuran / -78 °C

5.1: CDI / dimethylformamide

5.2: LDA / tetrahydrofuran / -78 °C

5.3: 45 percent / SiO₂ / CH₂Cl₂

6.1: 96 percent / tetrahydrofuran / -78 °C

7.1: 93 percent / iPr₂NEt / CH₂Cl₂ / 40 °C

8.1: 98 percent / mCPBA / CHCl₃

With sodium hydroxide; acetic anhydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00663-7

upstream raw materials:

5-benzo[1,3]dioxol-5-yl-7-(4-methoxy-phenyl)-2-phenylsulfanyl-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester

dimethyl 2,3-pyridinedicarboxylate

6-chloropyridine-2,3-dicarboxylic acid dimethyl ester

(3,4-methylenedioxy)phenylmagnesium bromide

Downstream raw materials:

5-benzo[1,3]dioxol-5-yl-2-ethyl-7-(4-methoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethoxy)-5H-[1]pyrindine-6-carboxylic acid tert-butyl ester