15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene

Base Information

• Chemical Name: 15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene
• CAS No.: 247210-92-0
• Molecular Formula: C₃₁H₄₂ClN₄O₇PS₂
• Molecular Weight: 713.256

Synonyms:15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene

Chemical Property of 15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene

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Technology Process of 15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene

There total 8 articles about 15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1⁽¹⁷⁾,13,15-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: 29.0%

4-chloro-2,6-bis(chloromethyl)pyridine (165590-27-2) + N-diethoxyphosphoryl-N',N''-bis(p-toluenesulfonyl)-3,3'-iminobis[propylamine] (247210-69-1) → 15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1(17),13,15-triene (247210-92-0)

Guidance literature:

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

DOI:10.1021/jm990211i

Reference yield:

3,3'-Iminodipropionitrile (111-94-4) → 15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1(17),13,15-triene (247210-92-0)

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: 29 percent / 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) → 15-chloro-7-diethoxyphosphoryl-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1(17),13,15-triene (247210-92-0)

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: 29 percent / 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

upstream raw materials:

4-chloro-2,6-bis(chloromethyl)pyridine

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

4-chloro-2,6-bis(hydroxymethyl)pyridine

4-chloropyridine-2,6-dicarbonyl dichloride

Downstream raw materials:

7,7'-[1,4-phenylenebis(methylene)]bis[15-chloro-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene]

15-chloro-3,11-bis(p-toluenesulfonyl)-3,7,11,17-tetraazabicyclo[13.3.1]heptadeca-1⁽¹⁷⁾,13,15-triene

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