[3,11-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-7-yl]-diethoxyphosphate

Base Information

• Chemical Name: [3,11-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-7-yl]-diethoxyphosphate
• CAS No.: 247210-89-5
• Molecular Formula: C₃₂H₄₄N₃O₇PS₂
• Molecular Weight: 677.823

Synonyms:[3,11-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-7-yl]-diethoxyphosphate

Chemical Property of [3,11-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-7-yl]-diethoxyphosphate

Chemical Property:

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Technology Process of [3,11-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-7-yl]-diethoxyphosphate

There total 4 articles about [3,11-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-7-yl]-diethoxyphosphate 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: 63.0%

N-diethoxyphosphoryl-N',N''-bis(p-toluenesulfonyl)-3,3'-iminobis[propylamine] (247210-69-1) + 1,3-bis-(bromomethyl)benzene (626-15-3) → [3,11-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1(16),13(17),14-trien-7-yl]-diethoxyphosphate (247210-89-5)

Guidance literature:

N-diethoxyphosphoryl-N',N''-bis(p-toluenesulfonyl)-3,3'-iminobis[propylamine]; With potassium carbonate; In acetonitrile; for 1h; Reflux;

1,3-bis-(bromomethyl)benzene; In acetonitrile; Reflux;

Reference yield:

3,3'-Iminodipropionitrile (111-94-4) → [3,11-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1(16),13(17),14-trien-7-yl]-diethoxyphosphate (247210-89-5)

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-di(p-tosyl)-3,7,11-triaza-dicyclo[11.3.1]heptadecan-1(16),13(17),14-trien-7-yl]-diethoxyphosphate (247210-89-5)

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

upstream raw materials:

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

1,3-bis-(bromomethyl)benzene

3,3'-Iminodipropionitrile

N-diethoxyphosphoryl-3,3'-iminodipropionitrile

Downstream raw materials:

C₆₄H₇₆N₆O₈S₄

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

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