144872-52-6 Usage
Description
1-((2R,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidine-2,4-(1H,3H)dione is a complex organic chemical compound characterized by a tetrahydrofuran ring and an iodopyrimidine-2,4-(1H,3H)dione ring. It also features a tert-butyldiphenylsilyl group, which serves as a protective group for alcohol or hydroxyl groups during organic synthesis. 1-((2R,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidine-2,4-(1H,3H)dione has a chiral center with a 2R,4S,5R configuration, and the presence of an iodine atom suggests its potential utility in various chemical and medicinal applications.
Uses
Used in Organic Synthesis:
1-((2R,4S,5R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-5-iodopyrimidine-2,4-(1H,3H)dione is used as a synthetic intermediate for the creation of more complex molecules in the field of organic chemistry. Its unique structure and functional groups make it a valuable building block for the development of novel compounds with specific properties and applications.
Used in Medicinal Chemistry Research:
In the pharmaceutical industry, this compound is used as a substrate or reagent for the synthesis of new drugs and therapeutic agents. The presence of the iodine atom and the chiral center with a 2R,4S,5R configuration may provide opportunities for the development of enantiomerically pure drugs with improved efficacy and reduced side effects.
Used in Chemical Protection Groups:
The tert-butyldiphenylsilyl group in this compound makes it useful as a protective group for alcohol or hydroxyl groups during sensitive chemical reactions. This application is particularly relevant in the synthesis of complex natural products and pharmaceuticals, where the selective protection of functional groups is crucial for achieving the desired product outcome.
Check Digit Verification of cas no
The CAS Registry Mumber 144872-52-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,4,8,7 and 2 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 144872-52:
(8*1)+(7*4)+(6*4)+(5*8)+(4*7)+(3*2)+(2*5)+(1*2)=146
146 % 10 = 6
So 144872-52-6 is a valid CAS Registry Number.
144872-52-6Relevant articles and documents
Development of ethynyl-2′-deoxyuridine chemical probes for cell proliferation
Lovitt, Carrie J.,Hilko, David H.,Avery, Vicky M.,Poulsen, Sally-Ann
, p. 4272 - 4280 (2016)
A common method of evaluating cellular proliferation is to label DNA with chemical probes. 5-Ethynyl-2′-deoxyuridine (EdU) is a widely utilized chemical probe for labeling DNA, and upon incorporation, EdU treatment of cells is followed by a reaction with a small molecule fluorescent azide to allow detection. The limitations when using EdU include cytotoxicity and a reliance on nucleoside active transport mechanisms for entry into cells. Here we have developed six novel EdU pro-labels that consist of EdU modified with variable lipophilic acyl ester moieties. This pro-label:chemical probe relationship parallels the prodrug:drug relationship that is employed widely in medicinal chemistry. EdU and EdU pro-labels were evaluated for their labeling efficacy and cytotoxicity. Several EdU pro-label analogues incorporate into DNA at a similar level to EdU, suggesting that nucleoside transporters can be bypassed by the pro-labels. These EdU pro-labels also had reduced toxicity compared to EdU.
METHODS OF SYNTHESIZING LABELED NUCLEOSIDES
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Paragraph 0266, (2019/03/30)
Disclosed herein, inter alia, are compounds, compositions, and methods of synthesizing labeled nucleosides.
Synthesis of Analogues of 5-Iodo-2'-deoxyuridine-5'-diphosphate
Jennings, L. John,Macchia, Marco,Parkin, Ann
, p. 2197 - 2202 (2007/10/02)
The synthesis of three types of diphosphate analogues of 5-iodo-2'-deoxyuridine-5'-diphosphate is reported.Routes are described to the 5'-phosphonoacetamido, the 5'-N-phosphonosulfamoyl and the 5'-O-sulfamoylcarbamoyl derivatives, 2, 3 and 4 starting from
