2(1H)-Pyrimidinone, 4-amino-1-[(2S)-2-hydroxy-3-(triphenylmethoxy)propyl]-

Base Information

• Chemical Name: 2(1H)-Pyrimidinone, 4-amino-1-[(2S)-2-hydroxy-3-(triphenylmethoxy)propyl]-
• CAS No.: 132336-30-2
• Molecular Formula: C26H25N3O3
• Molecular Weight: 427.49500
• Mol file: 132336-30-2.mol

Synonyms:2(1H)-Pyrimidinone,4-amino-1-[(2S)-2-hydroxy-3-(triphenylmethoxy)propyl]-;

Chemical Property of 2(1H)-Pyrimidinone, 4-amino-1-[(2S)-2-hydroxy-3-(triphenylmethoxy)propyl]-

Chemical Property:

• PSA: 90.37000
• LogP: 3.77630

Purity/Quality:

95% ^*data from raw suppliers

4-Amino-1-[(2S)-2-hydroxy-3-(triphenylmethoxy)propyl]-2(1H)-pyrimidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2(1H)-Pyrimidinone, 4-amino-1-[(2S)-2-hydroxy-3-(triphenylmethoxy)propyl]-

There total 3 articles about 2(1H)-Pyrimidinone, 4-amino-1-[(2S)-2-hydroxy-3-(triphenylmethoxy)propyl]- 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: 85.0%

Cytosine (71-30-7) + (S)-tritylglycidol (129940-50-7) → (S)-N-1-[(2-hydroxy-3-triphenylmethoxy)propyl]cytosine (132336-30-2)

Guidance literature:

Cytosine; (S)-tritylglycidol; With potassium carbonate; In N,N-dimethyl-formamide; at 85 - 95 ℃; Inert atmosphere; Industry scale;

With water; at 20 - 70 ℃; Product distribution / selectivity;

Reference yield:

trityl chloride (76-83-5) → (S)-N-1-[(2-hydroxy-3-triphenylmethoxy)propyl]cytosine (132336-30-2)

Guidance literature:

Multi-step reaction with 2 steps

1: TEA / CH₂Cl₂ / 3 h / Ambient temperature

2: NaH / dimethylformamide / 5 h / 105 °C

With TEA; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)76875-4

Reference yield:

trityl chloride (76-83-5) + 1-(S)-(2,3-dihydroxypropyl)cytosine (55559-70-1) → (S)-N-1-[(2-hydroxy-3-triphenylmethoxy)propyl]cytosine (132336-30-2)

Guidance literature:

With pyridine; at 80 ℃; for 3h; Yield given;

DOI:10.1016/S0040-4039(00)76875-4

upstream raw materials:

Cytosine

(S)-tritylglycidol

trityl chloride

1-(S)-(2,3-dihydroxypropyl)cytosine

Downstream raw materials:

hexadecyloxypropyl-cidofovir

phosphonic acid [[(S)-2-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1-(hydroxymethyl)-2-(triphenylmethoxy)ethyl]methyl]mono[3-(hexadecyloxy)propyl]ester

(S)-N₁-[2-hydroxy-3-(triphenylmethoxy)propyl]-N₄-benzoylcytosine