2,2'-Anhydro-5-methyluridine

Base Information

• Chemical Name: 2,2'-Anhydro-5-methyluridine
• CAS No.: 22423-26-3
• Molecular Formula: C10H12N2O5
• Molecular Weight: 240.216
• Mol file: 22423-26-3.mol

Synonyms:6H-Furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one,2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-7-methyl-, [2R-(2a,3b,3ab,9ab)]-;2,2'-Anhydro-1-beta-arabinofuranosylthymine;6H-Furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one,2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-7-methyl- (6CI,7CI,8CI);2,2'-Anhydro-11-beta-D-arabinofuranosylthymine;2,2'-Anhydro-athy;

Chemical Property of 2,2'-Anhydro-5-methyluridine

Chemical Property:

• Appearance/Colour: Colourless solid
• Melting Point: 217.0 to 221.0 °C
• Boiling Point: 452.0±55.0 °C at 760 mmHg
• PKA: 12.56±0.60(Predicted)
• Flash Point: 227.2±31.5 °C
• PSA: 93.81000
• Density: 1.9±0.1 g/cm³
• LogP: -1.43670
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Soluble in water

Purity/Quality:

99% ^*data from raw suppliers

2,2''-O-Anhydro-5-methyluridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2'-Anhydro-5-methyluridine

There total 20 articles about 2,2'-Anhydro-5-methyluridine 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: 95.6%

5-Methyluridine (1463-10-1,642082-80-2) → O-2,2'-cyclo-5-methyluridine (22423-26-3)

Guidance literature:

With sodium hydroxide; Diethyl carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 8h; Reagent/catalyst;

Reference yield: 93.3%

1-(3,5-O-sulfinyl-β-D-xylofuranosyl)thymine (512781-08-7) → O-2,2'-cyclo-5-methyluridine (22423-26-3)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 90 ℃; for 5h;

DOI:10.1080/15257770600725929

Reference yield: 85.0%

bis(phenyl) carbonate (102-09-0) + 5-Methyluridine (1463-10-1,642082-80-2) → O-2,2'-cyclo-5-methyluridine (22423-26-3)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; for 1h; Heating / reflux;

upstream raw materials:

5-Methyluridine

N,N-dimethyl-formamide

1-(β-D-xylofuranosyl)-thymine

1-(3,5-O-sulfinyl-β-D-xylofuranosyl)thymine

Downstream raw materials:

(3aS)-3c-hydroxy-2t-hydroxymethyl-7-methyl-(3ar,9ac)-2,3,3a,9a-tetrahydro-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-8-one

2'-deoxy-2'-methylthio-5-methyluridine

2'-bromothymidine

thymine arabinoside

Refernces

• 1、 -. "Method for preparing β-thymidine". Paragraph 0096-0098; 0110. . Retrieved 2018/02/04.
• 2、 Oliveira, Maralise P.,Franco, Lucas L.,Lima, Maria C.A.,Sim?es, Cláudia M.O.,Galdino, Suely L.,Pitta, Ivan R.,Décout, Jean-Luc,Alves, Ricardo J.. "A new straightforward synthesis of 2′,3′-didehydro-2′,3′-dideoxy-2′-(2″-(trimethylsilyl)ethylthio)thymidine, key intermediate for the synthesis of 2′-substituted thionucleosides". . p. 816 - 821. Retrieved 2015/04/14.