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1-(α-D-2',3',5'-tri-O-benzyl-ribofuranosyl)cytosine is a complex organic compound that is a derivative of cytosine, a pyrimidine nucleobase found in DNA and RNA. This specific compound is characterized by the presence of a ribofuranosyl group attached to the cytosine base, with the 2', 3', and 5' hydroxyl groups of the ribose sugar being protected by benzyl groups. The α-configuration indicates the stereochemistry of the glycosidic bond between the cytosine and the ribose. This chemical modification is often used in the synthesis of nucleoside analogs for medicinal chemistry, as it can influence the compound's stability, reactivity, and biological activity. The benzyl groups serve as protecting groups, which can be removed under specific conditions to reveal the free hydroxyl groups, allowing for further chemical modifications or reactions. 1-(α-D-2',3',5'-tri-O-benzyl-ribofuranosyl)cytosine is of interest in the field of drug development, particularly in the design of antiviral and anticancer agents, due to its potential to interact with nucleic acids in a modified manner.

3574-09-2

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3574-09-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 3574-09-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,7 and 4 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 3574-09:
(6*3)+(5*5)+(4*7)+(3*4)+(2*0)+(1*9)=92
92 % 10 = 2
So 3574-09-2 is a valid CAS Registry Number.

3574-09-2Downstream Products

3574-09-2Relevant academic research and scientific papers

Synthesis of 1′,2′-cis-Nucleoside analogues: Evidence of stereoelectronic control for SN2 reactions at the anomeric center of furanosides

Prevost, Michel,St-Jean, Olivier,Guindon, Yvan

supporting information; experimental part, p. 12433 - 12439 (2010/11/03)

We are reporting a highly diastereoselective route to 1′,2′- cis-nucleoside analogues in the d-ribo, d-lyxo, d-xylo, and d-arabinoside series. Five-membered ring lactols undergo highly selective N-glycosidation reactions in the presence of dimethylboron bromide with different silylated nucleobases. Stereoelectronic control plays a crucial role for the observed induction, and the products are proposed to be formed through SN2 "exploded" transition states. This approach shows great potential considering its simplicity and selectivity for the synthesis of nucleoside analogues, an important class of molecules in medicinal chemistry.

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