N-[1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]-4-methoxybenzamide

Base Information

• Chemical Name: N-[1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]-4-methoxybenzamide
• CAS No.: 28225-17-4
• Molecular Formula: C17H19 N3 O7
• Molecular Weight: 377.35
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID60398490
• Mol file: 28225-17-4.mol

Synonyms:N4-Anisoylcytidine;28225-17-4;N-[1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]-4-methoxybenzamide;DTXSID60398490;AKOS024282520

Chemical Property of N-[1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]-4-methoxybenzamide

Chemical Property:

• Refractive Index: 1.677
• PSA: 146.63000
• Density: 1.57g/cm³
• LogP: -1.05010
• Storage Temp.: −20°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 377.12229995
• Heavy Atom Count: 27
• Complexity: 630

Purity/Quality:

98%Min ^*data from raw suppliers

N4-p-Anisoylcytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)NC2=NC(=O)N(C=C2)C3C(C(C(O3)CO)O)O

Technology Process of N-[1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]-4-methoxybenzamide

There total 5 articles about N-[1-[3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-oxopyrimidin-4-yl]-4-methoxybenzamide 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:

N-[1-((2R,3R,4R,5R)-3,4-Bis-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-4-methoxy-benzamide → N4-(4-methoxy-benzoyl)-cytidine (28225-17-4)

Guidance literature:

With ammonium hydroxide; In pyridine; at 25 ℃; for 0.25h; Yield given;

DOI:10.1055/s-1985-31198

Reference yield:

4-methoxy-benzoyl chloride (100-07-2) → N4-(4-methoxy-benzoyl)-cytidine (28225-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 25 °C

2: aq. NH₃ / pyridine / 0.25 h / 25 °C

With pyridine; ammonium hydroxide; In pyridine;

DOI:10.1055/s-1985-31198

Reference yield:

O2',O3',O5'-tris-trimethylsilanyl-cytidine (51432-41-8) → N4-(4-methoxy-benzoyl)-cytidine (28225-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 25 °C

2: aq. NH₃ / pyridine / 0.25 h / 25 °C

With pyridine; ammonium hydroxide; In pyridine;

DOI:10.1055/s-1985-31198

upstream raw materials:

4-methoxy-benzoyl chloride

O^2'_,O3'_,O5'-tris-trimethylsilanyl-cytidine

CYTIDINE

Refernces