2'-Chloro-2'-deoxyuridine

Base Information

• Chemical Name: 2'-Chloro-2'-deoxyuridine
• CAS No.: 4753-04-2
• Molecular Formula: C9H11 Cl N2 O5
• Molecular Weight: 262.65
• Nikkaji Number: J1.170.263E
• Mol file: 4753-04-2.mol

Synonyms:2'-chloro-2'-deoxyuridine;2'-deoxy-2'-chlorouridine

Chemical Property of 2'-Chloro-2'-deoxyuridine

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 104.55000
• Density: 1.67g/cm³
• LogP: -1.60540
• Storage Temp.: -20°C
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 262.0356491
• Heavy Atom Count: 17
• Complexity: 374

Purity/Quality:

98%,99%, ^*data from raw suppliers

2'-Deoxy -2'-chlorouridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)Cl
• Isomeric SMILES: C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)Cl

Technology Process of 2'-Chloro-2'-deoxyuridine

There total 9 articles about 2'-Chloro-2'-deoxyuridine 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: 95.0%

2,2'-Anhydrouridine (3736-77-4) → 2'-chloro-2'-deoxyuridine (4753-04-2)

Guidance literature:

With aluminium trichloride;

DOI:10.1016/j.tetlet.2007.09.105

Reference yield: 80.0%

5'-O-acetyl-2'-chloro-2'-deoxyuridine (34627-72-0) → 2'-chloro-2'-deoxyuridine (4753-04-2)

Guidance literature:

With guanidine hydrochloride; sodium methylate; guanidine nitrate; In methanol; dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1002/anie.200353575

Reference yield:

C9H12N2O6 → 2'-chloro-2'-deoxyuridine (4753-04-2)

Guidance literature:

With hydrogenchloride; In N,N-dimethyl-formamide; at 40 ℃; for 14h;

upstream raw materials:

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

2,2'-Anhydrouridine

5'-O-acetyl-2'-chloro-2'-deoxyuridine

uridine

Downstream raw materials:

2,2'-Anhydrouridine

2'-deoxyuridine

Thiocarbonic acid O-[(2R,3R,4R,5R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester O-phenyl ester

Refernces

• 1、 -. "NOVEL ANTIVIRAL AND ANTITUMORAL COMPOUNDS". Page/Page column 66. . Retrieved 2015/11/09.
• 2、 Schwans, Jason P.,Li, Nan-Sheng,Piccirilli, Joseph A.. "A packing-density metric for exploring the interior of folded RNA molecules". . p. 3033 - 3037. Retrieved 2007/10/03.