2'-deoxy-N,5-dimethylCytidine

Base Information

• Chemical Name: 2'-deoxy-N,5-dimethylCytidine
• CAS No.: 25406-44-4
• Molecular Formula: C₁₁H₁₇N₃O₄
• Molecular Weight: 255.274
• DSSTox Substance ID: DTXSID50571654
• Nikkaji Number: J1.072.040K
• Wikidata: Q82459811
• Mol file: 25406-44-4.mol

Synonyms:25406-44-4;2'-deoxy-N,5-dimethylCytidine;1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-4-(methylamino)pyrimidin-2-one;N4,5-Dimethyldeoxycytidine;DTXSID50571654;Cytidine,2'-deoxy-N,5-dimethyl-(6ci,7ci,8ci,9ci);1-(4-hydroxy-5-hydroxymethyltetrahydrofuran-2-yl)-5-methyl-4-methylamino- (1H)-pyrimidin-2-one;1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-4-(methylamino)-1,2-dihydropyrimidin-2-one

Chemical Property of 2'-deoxy-N,5-dimethylCytidine

Chemical Property:

• PSA: 100.10000
• LogP: -0.93170
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 255.12190603
• Heavy Atom Count: 18
• Complexity: 407

Purity/Quality:

99.3% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CN(C(=O)N=C1NC)C2CC(C(O2)CO)O
• Isomeric SMILES: CC1=CN(C(=O)N=C1NC)[C@H]2C[C@@H]([C@H](O2)CO)O
• Uses: N4,5-Dimethyldeoxycytidine has been shown to participate in cytidine deaminase inhibition.

Technology Process of 2'-deoxy-N,5-dimethylCytidine

There total 12 articles about 2'-deoxy-N,5-dimethylCytidine 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: 93.0%

1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methyl-4-(1H-1,2,4-triazol-1-yl)pyrimidin-2(1H)-one (109389-25-5) + methylamine (74-89-5) → N,5-dimethyl-2’-deoxycytidine (25406-44-4)

Guidance literature:

In ethanol; for 1h; Ambient temperature;

DOI:10.1080/07328319708002521

Reference yield: 89.0%

3’,5’-di-O-(t-butyldimethylsilyl)-N,5-dimethyl-2’-deoxycytidine → N,5-dimethyl-2’-deoxycytidine (25406-44-4)

Guidance literature:

With potassium fluoride; In methanol; at 80 ℃; for 12h;

DOI:10.1039/C6OB02334G

Reference yield: 60.0%

Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(5-methyl-4-methylamino-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester → N,5-dimethyl-2’-deoxycytidine (25406-44-4)

Guidance literature:

With ammonia; at 25 ℃;

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

upstream raw materials:

O^3'_,O5'-dibenzoyl-4-thio-thymidine

methylamine

1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methyl-4-(1H-1,2,4-triazol-1-yl)pyrimidin-2(1H)-one

thymidine

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