3,N(4)-Ethenodeoxycytidine

Base Information

• Chemical Name: 3,N(4)-Ethenodeoxycytidine
• CAS No.: 68498-26-0
• Molecular Formula: C11H13N3O4
• Molecular Weight: 251.242
• DSSTox Substance ID: DTXSID00988152
• Nikkaji Number: J477.492B
• Wikidata: Q82976609
• Mol file: 68498-26-0.mol

Synonyms:3,N(4)-etheno-2'-deoxycytidine;3,N(4)-ethenodeoxycytidine

Chemical Property of 3,N(4)-Ethenodeoxycytidine

Chemical Property:

• Vapor Pressure: 1.13E-15mmHg at 25°C
• Melting Point: 135-136°C
• Boiling Point: 608.8°Cat760mmHg
• Flash Point: 322°C
• PSA: 88.99000
• Density: 1.68g/cm³
• LogP: -0.86330
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 251.09060590
• Heavy Atom Count: 18
• Complexity: 375

Purity/Quality:

97% ^*data from raw suppliers

3,N4-Etheno-2’-deoxycytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=CC3=NC=CN3C2=O)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC3=NC=CN3C2=O)CO)O
• Uses: 3,N4-Etheno-2’-deoxycytidine is a biomarkers for assessing oxidative stress. Formed in human white blood cells.

Technology Process of 3,N(4)-Ethenodeoxycytidine

There total 5 articles about 3,N(4)-Ethenodeoxycytidine 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: 81.0%

2-chloroethanal (107-20-0) + 2'-deoxycytidine monohydrochloride (3992-42-5) → 3,N4-etheno-2'-deoxycytidine (5,6-dihydro)-5-oxo-6-(β-D-2'-deoxyribofuranosyl)imidazol[1,2-c]pyrimidine (68498-26-0)

Guidance literature:

With potassium hydroxide; potassium dihydrogenphosphate; In water; at 22 ℃; for 48h; pH=3.5;

DOI:10.1021/tx00043a020

Reference yield: 69.0%

2-chloroethanal (107-20-0) + 2'-Deoxycytidine (951-77-9) → 3,N4-etheno-2'-deoxycytidine (5,6-dihydro)-5-oxo-6-(β-D-2'-deoxyribofuranosyl)imidazol[1,2-c]pyrimidine (68498-26-0)

Guidance literature:

With potassium hydroxide; In water; at 20 ℃; for 168h; pH=3.5;

DOI:10.1016/j.bmc.2020.115507

Reference yield: 28.0%

2-Bromo-malonaldehyde (2065-75-0) + 2'-Deoxycytidine (951-77-9) → 3,N4-etheno-2'-deoxycytidine (5,6-dihydro)-5-oxo-6-(β-D-2'-deoxyribofuranosyl)imidazol[1,2-c]pyrimidine (68498-26-0) + 3,N4-Ethenocarbaldehyde-2'-deoxycytidine (264910-91-0)

Guidance literature:

With water; at 60 ℃; for 18.5h; pH=4.5;

DOI:10.1021/tx990181m

upstream raw materials:

2-chloroethanal

2'-deoxycytidine monohydrochloride

[13C⁴,15N₃]-3,N⁴-ethenocytosine

2'-Deoxycytidine

Downstream raw materials:

5'-O-(4,4'-dimethoxytrityl)-3,N⁴-etheno-2'-deoxycytidine