52554-28-6 Usage
Description
Methyl 2,3,5-tri-O-acetyl-D-ribofuranoside is a chemical compound with the CAS number 52554-28-6. It is a derivative of D-ribose, a naturally occurring sugar, with three acetyl groups attached to the 2, 3, and 5 positions. This modification provides unique chemical properties and reactivity, making it a valuable intermediate in organic synthesis.
Uses
Used in Organic Synthesis:
Methyl 2,3,5-tri-O-acetyl-D-ribofuranoside is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows for selective reactions and functional group manipulations, making it a versatile building block in the synthesis of complex organic molecules.
Used in Pharmaceutical Industry:
Methyl 2,3,5-tri-O-acetyl-D-ribofuranoside is used as a key intermediate in the synthesis of pharmaceutical compounds. Its ability to be selectively modified and incorporated into larger molecules makes it a valuable tool in the development of new drugs and therapeutic agents.
Used in Chemical Research:
Methyl 2,3,5-tri-O-acetyl-D-ribofuranoside is used as a research compound in various chemical studies. Its unique properties and reactivity make it an interesting subject for investigations into reaction mechanisms, synthetic strategies, and the development of new chemical methodologies.
Check Digit Verification of cas no
The CAS Registry Mumber 52554-28-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,5,5 and 4 respectively; the second part has 2 digits, 2 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 52554-28:
(7*5)+(6*2)+(5*5)+(4*5)+(3*4)+(2*2)+(1*8)=116
116 % 10 = 6
So 52554-28-6 is a valid CAS Registry Number.
InChI:InChI=1/C12H18O8/c1-6(13)17-5-9-10(18-7(2)14)11(19-8(3)15)12(16-4)20-9/h9-12H,5H2,1-4H3/t9-,10-,11-,12?/m1/s1
52554-28-6Relevant articles and documents
Highly Stereoselective Glycosylation Reactions of Furanoside Derivatives via Rhenium (V) Catalysis
Casali, Emanuele,Othman, Sirwan T.,Dezaye, Ahmed A.,Chiodi, Debora,Porta, Alessio,Zanoni, Giuseppe
, p. 7672 - 7686 (2021/06/21)
A novel approach for the formation of anomeric carbon-functionalized furanoside systems was accomplished through the employment of an oxo-rhenium catalyst. The transformation boasts a broad range of nucleophiles including allylsilanes, enol ethers, and aromatics in addition to sulfur, nitrogen, and hydride donors, able to react with an oxocarbenium ion intermediate derived from furanosidic structures. The excellent stereoselectivities observed followed the Woerpel model, ultimately providing 1,3-cis-1,4-trans systems. In the case of electron-rich aromatic nucleophiles, an equilibration occurs at the anomeric center with the selective formation of 1,3-trans-1,4-cis systems. This anomalous result was rationalized through density functional theory calculations. Different oxocarbenium ions such as those derived from dihydroisobenzofuran, pyrrolidine, and oxazolidine heterocycles can also be used as a substrate for the oxo-Re-mediated allylation reaction.
Process and intermediate compounds for the preparation of pyrrolidines
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, (2008/06/13)
Processes for the preparation of pyrrolidones (7 and 8) and pyrrolidines (9 and 10) from tri-O-acetyl-D-erythro-4-pentulosonic acid esters are described. The compounds are aza sugar analogs of D-ribofuranoside and are intermediates to drugs which regulate nucleoside and nucleic acid synthesis.