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

Base Information

• Chemical Name: 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
• CAS No.: 223450-27-9
• Molecular Formula: C₃₂H₃₂Br₂N₂O₄S₂
• Molecular Weight: 732.557

Synonyms: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

Chemical Property of 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

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Technology Process of 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

There total 8 articles about 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 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: 82.0%

[15-Hydroxymethyl-3,11-bis-(toluene-4-sulfonyl)-3,11-diaza-tricyclo[11.3.1.15,9]octadeca-1(17),5,7,9(18),13,15-hexaen-7-yl]-methanol (223450-23-5) → 7,15-Bis-bromomethyl-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 (223450-27-9)

Guidance literature:

With phosphorus tribromide; In chloroform; for 48h; Heating;

DOI:10.1055/s-1999-3385

Reference yield:

benzyl N-(4-methylbenzenesulfonyl)carbamate (18303-10-1) → 7,15-Bis-bromomethyl-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 (223450-27-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / K₂CO₃ / dimethylformamide / 72 h

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

3: 80 percent / LiBH₄ / tetrahydrofuran / 24 h / Heating

4: 82 percent / PBr₃ / CHCl₃ / 48 h / Heating

With lithium borohydride; phosphorus tribromide; potassium carbonate; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

DOI:10.1055/s-1999-3385

Reference yield:

methyl 3,5-bis(bromomethyl)benzoate (29333-41-3) → 7,15-Bis-bromomethyl-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 (223450-27-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / K₂CO₃ / dimethylformamide / 72 h

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

3: 80 percent / LiBH₄ / tetrahydrofuran / 24 h / Heating

4: 82 percent / PBr₃ / CHCl₃ / 48 h / Heating

With lithium borohydride; phosphorus tribromide; potassium carbonate; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide;

DOI:10.1055/s-1999-3385

upstream raw materials:

[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

methyl 3,5-bis(bromomethyl)benzoate

benzyl N-(4-methylbenzenesulfonyl)carbamate

3,5-bis[bromomethyl]benzoic acid ethyl ester

Downstream raw materials:

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

[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

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