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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 21503생성일: 2026년 10월 25일

Uridine → 9-beta-D-arabinofuranosyl-6-ethyl(methyl)amino-9H-purine

https://huagongshe.com/reaction/21503

반응식

참여 물질

역할이름HCID투입량
반응물UridineHCID 6029—
반응물Uracil ArabinosideHCID 18323—
반응물Potassium Phosphate, TribasicHCID 62657—
반응물Potassium azideHCID 10290740—
반응물6-Ethyl(methyl)aminopurineHCID 19434743—
용매1-PropanolHCID 1031—
용매AcetonitrileHCID 6342—
생성물6-Ethyl(methyl)aminopurineHCID 19434743—
생성물9-beta-D-arabinofuranosyl-6-ethyl(methyl)amino-9H-purineHCID 67783373157%

반응 조건

온도37 °C

반응 단계

6-Ethyl(methyl)aminopurine was prepared by nucleophilic displacement of the chlorine group on 6-chloropurine (Sigma Chemicals, St. Louis, Mo.) by ethylo(methyt)amine in acetonitrile. 6-Ethyl(methyl)aminopurine (2.8 mmoles, 0.5 g) and uracil arabinoside (5.6 mmoles, 1.38 g) were suspended in 575 ml of a 10 mM potassium phosphate, 0.04% potassium azide solution, pH of 7.4, containing 10% n-propanol (v/v). Purified uridine phosphorylase (6000 I.U.) and purine nucleoside phosphorylase (8400 I.U.) (Krenitsky, T. A. et al., Biochemistry, 20, 3615 (1981) and U.S. Pat. No. 4,381,344) were added and the solution stirred at 37° C. Nineteen days later the reaction was filtered and the filtrate chromatographed on a 2.5×13 cm column containing Dowex-1-hydroxide resin. The resin was eluted with 90% methanol/water (v/v). Fractions containing the product were combined and the solvent removed under vacuum. The residue was dissolved in 30% n-propanol/water (v/v) and chromatographed on BioRad P-2 column (7.5×90 cm). Product containing fraction were combined and after lyophilization yielded 0.680 g of 9-β-D-arabinofuranosyl-6-ethyl(methyl)amino-9H-purine. NMR and mass spectrometry were consistent with the structure. Anal. Calcd. for C13H19N5O4 : Calcd: C,50.48; H,6.19; N,22.64. Found: C,50.36; H,6.25; N,22.52.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05424295
출처 데이터셋uspto-grants-1995_06
ORD IDord-be38f18f1a8e47958be83d10fe34bb13
출처 메모uspto-grants-1995_06