15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

Base Information

• Chemical Name: 15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene
• CAS No.: 170862-03-0
• Molecular Formula: C₂₈H₃₆N₄O₅S₂
• Molecular Weight: 572.75

Synonyms:15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

Chemical Property of 15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

Chemical Property:

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Technology Process of 15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

There total 11 articles about 15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene 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:

3,3'-Iminodipropionitrile (111-94-4) → 15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-triene (170862-03-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / Et₃N / CH₂Cl₂ / 20 °C

2: 92 percent / H₂, NH₃ / Raney nickel / methanol / 48 h / 20 °C / 2327.17 Torr

3: 43 percent / Et₃N / CH₂Cl₂ / 20 °C

4: Cs₂CO₃ / dimethylformamide / 24 h / 65 °C

5: glac. AcOH, HBr / 2 h / 20 °C

With ammonia; hydrogen bromide; hydrogen; caesium carbonate; acetic acid; triethylamine; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: protection of the amino group / 2: Hydrogenation / 3: Tosylation / 4: cyclocondensation / 5: diethoxyphosphoryl deprotection;

DOI:10.1021/jm990211i

Reference yield:

N-diethoxyphosphoryl-3,3'-iminodipropionitrile (90974-12-2) → 15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-triene (170862-03-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / H₂, NH₃ / Raney nickel / methanol / 48 h / 20 °C / 2327.17 Torr

2: 43 percent / Et₃N / CH₂Cl₂ / 20 °C

3: Cs₂CO₃ / dimethylformamide / 24 h / 65 °C

4: glac. AcOH, HBr / 2 h / 20 °C

With ammonia; hydrogen bromide; hydrogen; caesium carbonate; acetic acid; triethylamine; nickel; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Hydrogenation / 2: Tosylation / 3: cyclocondensation / 4: diethoxyphosphoryl deprotection;

DOI:10.1021/jm990211i

Reference yield:

[15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-7-yl]-phosphonic acid diethyl ester (247210-94-2) → 15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-triene (170862-03-0)

Guidance literature:

With hydrogen bromide; acetic acid; at 20 ℃; for 2h;

DOI:10.1021/jm990211i

upstream raw materials:

[15-methoxy-3,11-bis-(toluene-4-sulfonyl)-3,7,11,17-tetraaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-7-yl]-phosphonic acid diethyl ester

2,6-bis(hydroxymethyl)-4-methoxypyridine

4-chloropyridine-2,6-dicarbonyl dichloride

3,3'-Iminodipropionitrile

Downstream raw materials:

C₆₄H₇₈N₈O₁₀S₄

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