[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

Base Information

• Chemical Name: [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
• CAS No.: 247210-90-8
• Molecular Formula: C₃₁H₄₃N₄O₇PS₂
• Molecular Weight: 678.811

Synonyms:[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

Chemical Property of [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

Chemical Property:

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Technology Process of [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

There total 4 articles about [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 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) → [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 (247210-90-8)

Guidance literature:

Multi-step reaction with 4 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

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

DOI:10.1021/jm990211i

Reference yield:

N-diethoxyphosphoryl-3,3'-iminodipropionitrile (90974-12-2) → [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 (247210-90-8)

Guidance literature:

Multi-step reaction with 3 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

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

DOI:10.1021/jm990211i

Reference yield:

2,6-bis-(bromomethyl)pyridine hydrobromide (73004-40-7) + N-diethoxyphosphoryl-N',N''-bis(p-toluenesulfonyl)-3,3'-iminobis[propylamine] (247210-69-1) → [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 (247210-90-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 65 ℃; for 24h;

DOI:10.1021/jm990211i

upstream raw materials:

2,6-bis-(bromomethyl)pyridine hydrobromide

N-diethoxyphosphoryl-N',N''-bis(p-toluenesulfonyl)-3,3'-iminobis[propylamine]

3,3'-Iminodipropionitrile

N-diethoxyphosphoryl-3,3'-iminodipropionitrile

Downstream raw materials:

C₆₂H₇₄N₈O₈S₄

3,11-di(p-tosyl)-3,7,11,17-tetraaza-dicyclo[11.3.1]heptadecan-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

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