68045-07-8 Usage
Description
1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribose is a modified sugar molecule derived from D-ribose, a naturally occurring pentose sugar. It has been modified by the addition of three benzoyl groups at the 1, 3, and 5 positions and a methyl group at the 2 position. This modification enhances its stability and reactivity, making it a valuable intermediate in organic synthesis and biochemistry.
Uses
Used in Organic Synthesis:
1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribose is used as a reactant in the preparation of 2''-O-methylpyrimidine ribonucleosides via stereoselective Vorbruggen glycosidation of pyrimidines. This process allows for the synthesis of nucleoside analogs with potential applications in medicinal chemistry and drug development.
Used in Solid-Phase Synthesis:
1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribose is used as a reactant in solid-phase synthesis, a technique that allows for the efficient and scalable production of complex organic molecules. Its use in this process contributes to the development of new pharmaceuticals and other bioactive compounds.
Used in Fluorescence:
1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribose is used in the development of fluorescent probes and sensors, which can be employed in various analytical and diagnostic applications. Its unique properties enable the design of sensitive and selective fluorescent tools for detecting specific biomolecules or environmental contaminants.
Used in Ambiguous Base Pairing of Canonical DNA Nucleobases:
1,3,5-Tri-O-benzoyl-2-O-methyl-D-ribose is used in the design and synthesis of novel nucleobase analogs containing benzotriazole and 1,2,3-triazolo[4,5-d]pyrimidine. These analogs can potentially enable ambiguous base pairing in DNA, which has implications for the development of new genetic materials and the expansion of the genetic code.
Check Digit Verification of cas no
The CAS Registry Mumber 68045-07-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,8,0,4 and 5 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 68045-07:
(7*6)+(6*8)+(5*0)+(4*4)+(3*5)+(2*0)+(1*7)=128
128 % 10 = 8
So 68045-07-8 is a valid CAS Registry Number.
68045-07-8Relevant articles and documents
General preparative synthesis of 2'-O-methylpyrimidine ribonucleosides
Ross,Springer,Vasquez,Andrews,Cook,Acevedo
, p. 765 - 769 (2007/10/02)
A convergent and general approach to synthesizing 2'-O-methylpyrimidine ribonucleosides 4a-e-, 6, 7 on a multigram scale is described which begins with an improved procedure for making larger quantities of 2-O-methyl-1,3,5-tri-O-benzoyl-α-D-ribose. The sugar was reacted with the desired silylated pyrimidines at room temperature under Vorbruggen conditions. The crude products contained less than 10% of the α anomers and the desired β anomers were isolated by crystallization. The blocked nucleosides were then deprotected and isolated by standard methods.
Synthesis of tri-O-acyl-1,3,5-alpha-D-ribofuranoses specifically substituted in position 2
Chavis,Dumont,Imbach
, p. 133 - 147,137,138 (2007/10/07)
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