2'-Azido-2'-deoxycytidine

Base Information

• Chemical Name: 2'-Azido-2'-deoxycytidine
• CAS No.: 51034-68-5
• Molecular Formula: C9H12 N6 O4
• Molecular Weight: 268.232
• Hs Code.: 29389090
• European Community (EC) Number: 256-927-8
• Nikkaji Number: J261.617C
• Mol file: 51034-68-5.mol

Synonyms:2'-azido-2'-deoxycytidine;2'-azidocytidine;2'-deoxy-2'-azidocytidine

Chemical Property of 2'-Azido-2'-deoxycytidine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 160.35000
• Density: g/cm³
• LogP: -1.21104
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 268.09200289
• Heavy Atom Count: 19
• Complexity: 485

Purity/Quality:

99%, ^*data from raw suppliers

2''-Azido-2''-deoxycytidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)N=[N+]=[N-]
• Isomeric SMILES: C1=CN(C(=O)N=C1N)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)N=[N+]=[N-]
• Uses: 2''-Azido-2''-deoxycytidine (cas# 51034-68-5) is a cytidine nucleoside analogue which is a versatile tool for chemical biology in synthesis, x-ray structure, and siRNA applications.

Technology Process of 2'-Azido-2'-deoxycytidine

There total 4 articles about 2'-Azido-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: 72.0%

5',3'-di-O-acetyl-2'-azido-2'-deoxy-β-D-ribofuranos-1-yl-<4-(1,2,4-triazol-1-yl)>pyrimidine-2-one (869729-61-3) → 2′-azido-2′-deoxycytidine (51034-68-5)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; for 48h; Ambient temperature;

DOI:10.1080/15257779508010694

Reference yield:

3',5'-Di-O-acetyl-2'-azido-2'-deoxyuridine (26889-43-0) → 2′-azido-2′-deoxycytidine (51034-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃, Et₃N / acetonitrile / 16 h / Ambient temperature

2: 72 percent / conc. NH₄OH / dioxane / 48 h / Ambient temperature

With ammonium hydroxide; triethylamine; trichlorophosphate; In 1,4-dioxane; acetonitrile;

DOI:10.1080/15257779508010694

Reference yield:

2'-azido-2'-deoxyuridine (26929-65-7) → 2′-azido-2′-deoxycytidine (51034-68-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 85.7 percent / pyridine; dimethylformamide / 3 h / Ambient temperature

2: POCl₃, Et₃N / acetonitrile / 16 h / Ambient temperature

3: 72 percent / conc. NH₄OH / dioxane / 48 h / Ambient temperature

With ammonium hydroxide; triethylamine; trichlorophosphate; In 1,4-dioxane; pyridine; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1080/15257779508010694

upstream raw materials:

5',3'-di-O-acetyl-2'-azido-2'-deoxy-β-D-ribofuranos-1-yl-<4-(1,2,4-triazol-1-yl)>pyrimidine-2-one

3',5'-Di-O-acetyl-2'-azido-2'-deoxyuridine

2'-azido-2'-deoxyuridine

Downstream raw materials:

2'-azido-2'-deoxycytidine-5'-diphosphate

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