N4-ETHYL-2'-DEOXYCYTIDINE

Base Information

• Chemical Name: N4-ETHYL-2'-DEOXYCYTIDINE
• CAS No.: 70465-61-1
• Molecular Formula: C11H17 N3 O4
• Molecular Weight: 255.274
• Mol file: 70465-61-1.mol

Synonyms:N4-Ethyldeoxycytidin;2'-deoxy-N4-ethyl-cytidine;N4-ethyl-2'-deoxy-cytidine;Cytidine,2'-deoxy-N-ethyl;

Chemical Property of N4-ETHYL-2'-DEOXYCYTIDINE

Chemical Property:

• Boiling Point: 466.7 °C at 760 mmHg
• PKA: 14.03±0.60(Predicted)
• Flash Point: 236.1 °C
• PSA: 96.61000
• Density: 1.49 g/cm3
• LogP: -0.61120
• Solubility.: DMSO (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

N4-Ethyl-2’-deoxycytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N4-Ethyl-2’-deoxycytidine avoids self-dimerization of fluorescent DNA probes.

Technology Process of N4-ETHYL-2'-DEOXYCYTIDINE

There total 6 articles about N4-ETHYL-2'-DEOXYCYTIDINE 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: 92.0%

3’,5’-bis-O-acetyl-4-thio-2’-deoxyuridine (103931-23-3) + ethylamine (75-04-7,85404-22-4) → 2'-deoxy-N4-ethyl-cytidine (70465-61-1)

Guidance literature:

In ethanol; at 55 ℃; for 3.5h;

DOI:10.1016/S0040-4039(00)84121-0

Reference yield: 83.0%

N4-acetyl-2'-deoxycytidine (32909-05-0) → 2'-deoxy-N4-ethyl-cytidine (70465-61-1)

Guidance literature:

N⁴-acetyl-2'-deoxycytidine; With N,O-bis-(trimethylsilyl)-acetamide; triethylamine-borane; In tetrahydrofuran; at 25 ℃; for 3h;

With ammonia; In water; at 55 ℃; for 12h;

DOI:10.1080/15257770008033009

Reference yield: 63.0%

Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(4-ethylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester → 2'-deoxy-N4-ethyl-cytidine (70465-61-1)

Guidance literature:

With ammonia; at 25 ℃;

DOI:10.1016/0040-4020(96)00289-X

upstream raw materials:

3’,5’-bis-O-acetyl-4-thio-2’-deoxyuridine

ethylamine

diethylamine

N⁴-acetyl-2'-deoxycytidine

Downstream raw materials:

N⁽⁴⁾-acetyl-O(3')-CEP-O(5')-DMT-N⁽⁴⁾-ethyl-dC

N⁽⁴⁾-acetyl-O(5')-DMT-N⁽⁴⁾-ethyl-dC

O(5')-DMT-N⁽⁴⁾-ethyl-dC

Refernces

• 1、 Sergueeva, Zinaida A.,Sergueev, Dmitri S.,Shaw, Barbara Ramsay. "Rapid and selective reduction of amide group by borane-amine complexes in acyl protected nucleosides". . p. 275 - 282. Retrieved 2007/10/03.
• 2、 Kraszewski,Delort,Teoule. "Synthesis of N4-mono- and dialkyl-2'-deoxycytidines and their insertion into an oligonucleotide". . p. 861 - 864. Retrieved 2007/10/02.