cyclic-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine

Base Information

• Chemical Name: cyclic-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine
• CAS No.: 113892-17-4
• Molecular Formula: C9H12 N5 O4 P
• Molecular Weight: 285.2
• Mol file: 113892-17-4.mol

Synonyms:9H-Purin-6-amine,9-[(2-hydroxy-1,4,2-dioxaphosphorinan-5-yl)methyl]-, P-oxide, (S)-;1,4,2-Dioxaphosphorinane, 9H-purin-6-amine deriv.; 9H-Purin-6-amine,9-[(2-hydroxy-2-oxido-1,4,2-dioxaphosphorinan-5-yl)methyl]-, (S)-

Chemical Property of cyclic-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine

Chemical Property:

• Vapor Pressure: 1.55E-15mmHg at 25°C
• Boiling Point: 606°Cat760mmHg
• Flash Point: 320.3°C
• PSA: 135.19000
• Density: 2.01g/cm³
• LogP: 0.54800

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cyclic-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine

There total 13 articles about cyclic-9-(3-hydroxy-2-phosphonylmethoxypropyl)adenine 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: 56.0%

O-[(5S)-5-[(6-amino-9H-purin-9-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(2-methylpropyl)-(L)-tyrosinamide trifluoroacetate (1322511-03-4) + ammonium acetate (631-61-8,92206-38-7) → O-[([[(2S)-1-(6-amino-9H-purin-9-yl)-3-hydroxypropan-2-yl]oxy]methyl)(hydroxy)phosphoryl]-N-(2-methylpropyl)-(L)-tyrosinamide + (5S)-5-[(6-amino-9H-purin-9-yl)methyl]-1,4,2-dioxaphosphinan-2-ol 2-oxide (113892-17-4)

Guidance literature:

O-[(5S)-5-[(6-amino-9H-purin-9-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(2-methylpropyl)-(L)-tyrosinamide trifluoroacetate; With ammonium hydroxide; In water; at 38 ℃; for 1h;

ammonium acetate; In acetonitrile; pH=5.5;

DOI:10.1021/jm2001426

Reference yield:

C26H38N7O5P*C2HF3O2 → O-[([[(2S)-1-(6-amino-9H-purin-9-yl)-3-hydroxypropan-2-yl]oxy]methyl)(hydroxy)-phosphoryl]-N-oct(L)-tyrosinamide ammonium + (5S)-5-[(6-amino-9H-purin-9-yl)methyl]-1,4,2-dioxaphosphinan-2-ol 2-oxide (113892-17-4)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 45 ℃; Overall yield = 44 %;

Reference yield:

O-[(5S)-5-[(6-amino-9H-purin-9-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(2-methylpropyl)-(L)-tyrosinamide trifluoroacetate (1322511-03-4) → 4-[(2S)-2-amino-2-[(2-methylpropyl)carbamoyl]ethyl]phenoxy({[(2S)-1-(6-amino-9H-purin-9-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphinic acid (1322510-88-2) + (5S)-5-[(6-amino-9H-purin-9-yl)methyl]-1,4,2-dioxaphosphinan-2-ol 2-oxide (113892-17-4)

Guidance literature:

With ammonium hydroxide; at 38 ℃; for 1h;

upstream raw materials:

O-[(5S)-5-[(6-amino-9H-purin-9-yl)methyl]-2-oxido-1,4,2-dioxaphosphinan-2-yl]-N-(2-methylpropyl)-(L)-tyrosinamide trifluoroacetate

ammonium acetate

iso-butyl (2S)-2-amino-3-(4-{[(2S,5S)-5-[(6-amino-9H-purin-9-yl)methyl]-2-oxo-1,4,2λ5-dioxaphosphinan-2-yl]oxy}phenyl)-propanoate

iso-butyl (2S)-2-amino-3-(4-{[(2R,5S)-5-[(6-amino-9H-purin-9-yl)methyl]-2-oxo-1,4,2λ5-dioxaphosphinan-2-yl]oxy}phenyl)-propanoate