[5-(4-Amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] acetate

Base Information

• Chemical Name: [5-(4-Amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] acetate
• CAS No.: 72560-69-1
• Molecular Formula: C₁₁H₁₅N₃O₅
• Molecular Weight: 269.257
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID20404324
• Mol file: 72560-69-1.mol

Synonyms:72560-69-1;[5-(4-amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] acetate;DTXSID20404324;ZINC01319731;FT-0772945;1-(3-O-Acetyl-2-deoxypentofuranosyl)-4-aminopyrimidin-2(1H)-one

Chemical Property of [5-(4-Amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] acetate

Chemical Property:

• Boiling Point: 459.4oC at 760 mmHg
• Flash Point: 231.6oC
• PSA: 116.67000
• Density: 1.59g/cm3
• LogP: -0.38180
• Storage Temp.: −20°C
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 269.10117059
• Heavy Atom Count: 19
• Complexity: 448

Purity/Quality:

97% ^*data from raw suppliers

3''-O-Acetyl-2''-deoxycytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1CC(OC1CO)N2C=CC(=NC2=O)N

Technology Process of [5-(4-Amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] acetate

There total 5 articles about [5-(4-Amino-2-oxopyrimidin-1-yl)-2-(hydroxymethyl)oxolan-3-yl] acetate 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: 80.0%

benzophenone O-acetyl oxime (21160-02-1) + 2'-Deoxycytidine (951-77-9) → 3'-O-acetyl-2'-deoxycytidine (72560-69-1)

Guidance literature:

With Pseudomonas Cepacia lipase on ceramic; In tetrahydrofuran; at 20 ℃; for 25h;

DOI:10.1080/00397910008086919

Reference yield:

5'-O-trityl-2'-deoxycytidine (18531-20-9) → 3'-O-acetyl-2'-deoxycytidine (72560-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: acetic acid; water

With pyridine; water; acetic acid;

DOI:10.1039/jr9540000034

Reference yield:

2'-Deoxycytidine (951-77-9) → 3'-O-acetyl-2'-deoxycytidine (72560-69-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: pyridine

3: acetic acid; water

With pyridine; water; acetic acid;

DOI:10.1039/jr9540000034

upstream raw materials:

N⁴,O^3'-diacetyl-O^5'-trityl-2'-deoxy-cytidine

benzophenone O-acetyl oxime

2'-Deoxycytidine

5'-O-trityl-2'-deoxycytidine

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