3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaene-7,15-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaene-7,15-dicarboxylic acid dimethyl ester
• CAS No.: 223450-13-3
• Molecular Formula: C₃₄H₃₄N₂O₈S₂
• Molecular Weight: 662.785

Synonyms:3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaene-7,15-dicarboxylic acid dimethyl ester

Chemical Property of 3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaene-7,15-dicarboxylic acid dimethyl ester

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Technology Process of 3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaene-7,15-dicarboxylic acid dimethyl ester

There total 3 articles about 3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaene-7,15-dicarboxylic acid dimethyl 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: 61.0%

methyl 3,5-bis(bromomethyl)benzoate (29333-41-3) + 3,5-Bis[N-benzyloxycarbonyl-N-(4-tolylsulfonyl)aminomethyl]benzoic acid methyl ester (223449-99-8) → 3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.15,9]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-dicarboxylic acid dimethyl ester (223450-13-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 72h;

DOI:10.1055/s-1999-3385

Reference yield:

methyl 3,5-bis(bromomethyl)benzoate (29333-41-3) → 3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.15,9]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-dicarboxylic acid dimethyl ester (223450-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / K₂CO₃ / dimethylformamide / 72 h

2: 61 percent / K₂CO₃ / dimethylformamide / 72 h / 20 °C

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1055/s-1999-3385

Reference yield:

benzyl N-(4-methylbenzenesulfonyl)carbamate (18303-10-1) → 3,11-Bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.15,9]octadeca-1(17),5,7,9(18),13,15-hexaene-7,15-dicarboxylic acid dimethyl ester (223450-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / K₂CO₃ / dimethylformamide / 72 h

2: 61 percent / K₂CO₃ / dimethylformamide / 72 h / 20 °C

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1055/s-1999-3385

upstream raw materials:

methyl 3,5-bis(bromomethyl)benzoate

3,5-Bis[N-benzyloxycarbonyl-N-(4-tolylsulfonyl)aminomethyl]benzoic acid methyl ester

benzyl N-(4-methylbenzenesulfonyl)carbamate

Downstream raw materials:

7,15-Bis-bromomethyl-3,11-bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaene

[15-Mercaptomethyl-3,11-bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaen-7-yl]-methanethiol

3,7,10-tris-(toluene-4-sulfonyl)-3,7,10-triaza-1,5(1,3,5)-dibenzena-bicyclo[3.3.3]undecaphane

[15-Hydroxymethyl-3,11-bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.1^5,9]octadeca-1⁽¹⁷⁾,5,7,9⁽¹⁸⁾,13,15-hexaen-7-yl]-methanol

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