disodium ({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonate

Base Information

• Chemical Name: disodium ({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonate
• CAS No.: 120362-37-0
• Molecular Formula: C₈H₁₂N₃O₆P*2Na
• Molecular Weight: 323.153
• Mol file: 120362-37-0.mol

Synonyms:

Chemical Property of disodium ({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonate

Chemical Property:

• Vapor Pressure: 2.11E-17mmHg at 25°C
• Boiling Point: 609.5°C at 760 mmHg
• Flash Point: 322.4°C

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of disodium ({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonate

There total 11 articles about disodium ({[(2S)-1-(4-amino-2-oxopyrimidin-1(2H)-yl)-3-hydroxypropan-2-yl]oxy}methyl)phosphonate 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: 61.0%

1-(S)-(2,3-dihydroxypropyl)-5-methylcytosine (127757-50-0) + chloromethylphosphonic dichloride (1983-26-2) → Chloromethyl-phosphonic acid mono-[(S)-2-(4-amino-5-methyl-2-oxo-2H-pyrimidin-1-yl)-1-hydroxymethyl-ethyl] ester (127757-90-8) + disodium salt of 1-(S)-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine (120362-37-0,127749-27-3,127852-83-9)

Guidance literature:

In various solvent(s); 1)stirring overnight 2)stay two days 3)Dowex H+ form;

Reference yield:

1-(2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methoxy-1H-pyrimidin-2-one (127757-35-1) → disodium salt of 1-(S)-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine (120362-37-0,127749-27-3,127852-83-9)

Guidance literature:

Multi-step reaction with 8 steps

1: 88 percent / methanolic ammonia / 8 h / 120 °C

2: 77 percent / pyridine / stirring overnight

3: 96 percent / conc. aq. ammonia / dioxane; H₂O / 0.5 h

4: 76 percent / H₂SO₄ / dioxane; H₂O / stirred to dissolution and set aside overnight and neutralized

5: 4-dimethylaminopyridine / pyridine; methanol / stirred to dissolution and set aside overnight

6: 65.5 g / triethylamine / CHCl₃ / room temp., overnight

7: 71 percent / trifluoroacetic acid / CHCl₃; methanol; H₂O / 0.75 h / Ambient temperature

With pyridine; dmap; ammonium hydroxide; sulfuric acid; ammonia; triethylamine; trifluoroacetic acid; In 1,4-dioxane; pyridine; methanol; chloroform; water;

Reference yield:

4-amino-1-(2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrimidin-2-one (58274-10-5,58274-12-7) → disodium salt of 1-(S)-(3-hydroxy-2-phosphonylmethoxypropyl)cytosine (120362-37-0,127749-27-3,127852-83-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 77 percent / pyridine / stirring overnight

2: 96 percent / conc. aq. ammonia / dioxane; H₂O / 0.5 h

3: 76 percent / H₂SO₄ / dioxane; H₂O / stirred to dissolution and set aside overnight and neutralized

4: 4-dimethylaminopyridine / pyridine; methanol / stirred to dissolution and set aside overnight

5: 65.5 g / triethylamine / CHCl₃ / room temp., overnight

6: 71 percent / trifluoroacetic acid / CHCl₃; methanol; H₂O / 0.75 h / Ambient temperature

With pyridine; dmap; ammonium hydroxide; sulfuric acid; triethylamine; trifluoroacetic acid; In 1,4-dioxane; pyridine; methanol; chloroform; water;

upstream raw materials:

Chloromethyl-phosphonic acid mono-[(S)-3-(4-amino-2-oxo-2H-pyrimidin-1-yl)-2-hydroxy-propyl] ester

chloromethylphosphonic dichloride

1-(S)-(2,3-dihydroxypropyl)-5-methylcytosine

1-(2,2-Dimethyl-[1,3]dioxolan-4-ylmethyl)-4-methoxy-1H-pyrimidin-2-one

Refernces