(3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate

Base Information

• Chemical Name: (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate
• CAS No.: 864953-32-2
• Molecular Formula: C₃₁H₄₁N₄O₉P
• Molecular Weight: 644.662
• Mol file: 864953-32-2.mol

Synonyms:(3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate

Chemical Property of (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate

There total 2 articles about (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate 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: 70.0%

N-(benzoyl)-N'-[(4,7-dimethoxy-6-azaindol-3-yl)-oxoacetyl]piperazine + di-tert-butyl chloromethyl phosphate (229625-50-7) → (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate (864953-32-2)

Guidance literature:

N-(benzoyl)-N'-[(4,7-dimethoxy-6-azaindol-3-yl)-oxoacetyl]piperazine; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

With iodine; In tetrahydrofuran; at 20 ℃; for 0.25h;

di-tert-butyl chloromethyl phosphate; In tetrahydrofuran; for 16h;

Reference yield:

N-(benzoyl)-N'-[(4,7-dimethoxy-6-azaindol-3-yl)-oxoacetyl]piperazine + di-tert-butyl chloromethyl phosphate (229625-50-7) → C27H33N4O9P + (3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate (864953-32-2)

Guidance literature:

N-(benzoyl)-N'-[(4,7-dimethoxy-6-azaindol-3-yl)-oxoacetyl]piperazine; With sodium hydride; In tetrahydrofuran; at 20 ℃;

di-tert-butyl chloromethyl phosphate; In tetrahydrofuran; for 24 - 120h;

Reference yield: 97.9%

(3-(2-(4-benzoylpiperazin-1-yl)-2-oxoacetyl)-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl)methyl di-tert-butyl phosphate (864953-32-2) → {3-[(4-benzoylpiperazin-1-yl)(oxo)acetyl]-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl}methyl dihydrogen phosphate (864953-33-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 1.58333h;

upstream raw materials:

di-tert-butyl chloromethyl phosphate

Downstream raw materials:

{3-[(4-benzoylpiperazin-1-yl)(oxo)acetyl]-4,7-dimethoxy-1H-pyrrolo[2,3-c]pyridin-1-yl}methyl dihydrogen phosphate

Refernces

• 1、 Leahy, David K.,Pack, Shawn K.. "Preparation of phosphonooxymethyl prodrugs of HIV-1 attachment inhibitors". . p. 1440 - 1444. Retrieved 2013/12/04.