(3-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)-4-hydroxybutyl)phosphonic acid

Base Information

• Chemical Name: (3-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)-4-hydroxybutyl)phosphonic acid
• CAS No.: 151006-30-3
• Molecular Formula: C₁₀H₁₆N₅O₆P
• Molecular Weight: 333.241
• Mol file: 151006-30-3.mol

Synonyms:Phosphonicacid, [(3R)-3-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-4-hydroxybutyl]-(9CI); Phosphonic acid,[3-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-4-hydroxybutyl]-, (R)-;SR 3773

Chemical Property of (3-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)-4-hydroxybutyl)phosphonic acid

Chemical Property:

• Vapor Pressure: 1.27E-26mmHg at 25°C
• Boiling Point: 794.6°Cat760mmHg
• Flash Point: 434.4°C
• PSA: 186.39000
• Density: 1.94g/cm³
• LogP: -0.81420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)-4-hydroxybutyl)phosphonic acid

There total 6 articles about (3-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)-4-hydroxybutyl)phosphonic acid 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:

(R)-1-((tert-butyldiphenylsilyl)oxy)-4-chloro-2-(methoxymethoxy)butane (150943-37-6) → 9-[((3R)-1-hydroxymethyl-3-phosphono)propyloxymethyl]guanine (151006-30-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 71 percent / Bu₄NF / acetonitrile / 20 h / Ambient temperature

2: 1.) BSA, TMS triflate / 1.) a) 1,2-dichloroethane, RT, 1.5 h, b) 15 min , 2.) acetonitrile, RT, 30 min

4: 1.) MeNH₂, 2.) 0.5 M NaOH, 3.) phosphodiesterase

With benzenesulfonamide; sodium hydroxide; phosphodiesterase; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; methylamine; In acetonitrile;

DOI:10.1021/jm00035a018

Reference yield:

(R)-3-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)-4-hydroxybutylphosphonic acid monophosphate (266344-94-9) → 9-[((3R)-1-hydroxymethyl-3-phosphono)propyloxymethyl]guanine (151006-30-3)

Guidance literature:

With alkaline phosphatase; In water; at 37 ℃; for 0.5h;

DOI:10.1080/15257770008033013

Reference yield:

2,9-diacetylguanine (3056-33-5) → 9-[((3R)-1-hydroxymethyl-3-phosphono)propyloxymethyl]guanine (151006-30-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) BSA, TMS triflate / 1.) a) 1,2-dichloroethane, RT, 1.5 h, b) 15 min , 2.) acetonitrile, RT, 30 min

3: 1.) MeNH₂, 2.) 0.5 M NaOH, 3.) phosphodiesterase

With benzenesulfonamide; sodium hydroxide; phosphodiesterase; trimethylsilyl trifluoromethanesulfonate; methylamine;

DOI:10.1021/jm00035a018

upstream raw materials:

(R)-diethyl <3-((2-acetamido-1,6-dihydro-6-oxo-7H-purin-7-yl)methoxy)-4-(benzoyloxy)butyl>phosphonate

(R)-3-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)-4-hydroxybutylphosphonic acid monophosphate

2,9-diacetylguanine

(R)-4-chloro-2-(methoxymethoxy)butyl benzoate