[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

Base Information

• Chemical Name: [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
• CAS No.: 223450-23-5
• Molecular Formula: C₃₂H₃₄N₂O₆S₂
• Molecular Weight: 606.764

Synonyms:[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

Chemical Property of [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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Technology Process of [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

There total 7 articles about [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 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: 80.0%

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 diethyl ester (223450-18-8) → [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)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; for 24h; Heating;

DOI:10.1055/s-1999-3385

Reference yield: 80.0%

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) → [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)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; for 24h; Heating;

DOI:10.1055/s-1999-3385

Reference yield:

benzyl N-(4-methylbenzenesulfonyl)carbamate (18303-10-1) → [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)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1055/s-1999-3385

upstream raw materials:

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

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 diethyl ester

methyl 3,5-bis(bromomethyl)benzoate

benzyl N-(4-methylbenzenesulfonyl)carbamate

Downstream raw materials:

[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

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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