75126-46-4Relevant academic research and scientific papers
NEW PRODUCTION METHOD FOR PYRIMIDINE NUCLEOSIDE DERIVATIVES
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Paragraph 0059, (2018/10/31)
PROBLEM TO BE SOLVED: To provide a method for producing pyrimidine nucleoside derivatives with excellent handleability. SOLUTION: A glycosyl donor of which OH groups at positions 1 and 2 are acylated and other OH groups are protected and a silylated pyrimidine derivative are reacted in the presence of an acid azole/pyridine conjugate of the following general formula (1) or (2) and a solvent. Acid azole/pyridine conjugate is excellent in handleability because it has no or low hygroscopicity. In the formula (1), A is -O- or -S-, in the formulae (1) and (2), R1-R8 are hydrocarbon groups which may be substituted, R1-R8 may form a ring by binding to other R1-R8, the acid azole/pyridine conjugate may comprise plurality of formula (1) and/or formula (2) as partial structures. Further, it may be bonded to a carrier via R1-R8. COPYRIGHT: (C)2015,JPO&INPIT
Synthesis of modified pyrimidine nucleosides via Vorbrüggen-type N-glycosylation catalyzed by 2-methyl-5-phenylbenzoxazolium perchlorate
Shirouzu, Hiroshi,Morita, Hiroki,Tsukamoto, Masaki
, p. 3635 - 3639 (2014/05/20)
Several acidic azolium salts prepared from oxazole, thiazole, and imidazole derivatives were investigated as catalysts in N-glycosylation reaction using a silylated modified pyrimidine and an acylated ribose or glucose to afford the corresponding pyrimidine nucleoside. Among the salts, 2-methyl-5- phenylbenzoxazolium perchlorate showed the highest catalytic activity. This salt is a nonhygroscopic crystalline compound that shows higher activity than the frequently used trimethylsilyl triflate. Reactions with this salt can be conducted in gram scales.
