22423-26-3

基本信息
2,2'-脫水胸苷
2,2'-anhydro-1-beta-arabinofuranosylthymine
2,2'-ANHYDRO-(1-BETA-D-ARABINOFURANOSYL)THYMINE
2,2'-ANHYDRO-(1-E-D-ARABINOFURANOSYL)-5-METHYLURACIL
2,2'-ANHYDRO-5-METHYLURIDINE
2,2'-ANHYDROTHYMIDINE
(2r-(2alpha,3beta,3abeta,9abeta))-2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-7-methyl-6h-furo(2',3':4,5)oxazolo(3,2-a)pyrimidin-6-one
6H-FURO[2',3':4,5]OXAZOLO[3,2-A]PYRIMIDIN-6-ONE,2,3,3A,9A-TETRAHYDRO-3-HYDROXY-2-(HYDROXYMETHYL)-7-METHYL-, (2R,3R,3AS, 9AR)-
2,2'-cyclo-5-methyluridine
2,2'-Anhydrothimidine
Uridine,2,2'-cyclo-5-methyl
2,2'-Anhydro-D-thymidine
2,2’-Cryclo-5-methyluridine
2,2''-Anhydro-(1-beta-D-arabinofuranosyl)-5-methyluracil
6H-Furo[2'',3'':4,5]oxazolo[3,2-a]pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-7-methyl-, (2R,3R,3aS, 9aR)-
(2R-(2alpha,3beta,3abeta,9abeta))-2,3,3a,9a-Tetrahydro-3-hydroxy-2-(hydroxymethyl)-7-methyl-6H-furo(2',3':4,5)oxazolo(3,2-a)pyrimidin-6-one
(2R)-2,3,3aβ,9aβ-Tetrahydro-3β-hydroxy-2α-(hydroxymethyl)-7-methyl-6H-furo[2',3':4,5]oxazolo[3,2-a]pyrimidin-6-one
(8R,10R,11R,12S)-5-Methyl-10-(hydroxymethyl)-11-hydroxy-2,7:8,12-dicyclo-1,9-dioxa-3,7-diazacyclododeca-2,5-diene-4-one
2,2'β-Oxy-2-deoxo-2,3-didehydro-2'-deoxy-5-methyluridine
2'β,2-Epoxy-2,3-didehydro-2-deoxothymidine
物理化學(xué)性質(zhì)
制備方法

1463-10-1

22423-26-3
以下為以5-甲基尿苷為原料合成(2R,3R,3aS,9aR)-3-羥基-2-(羥甲基)-7-甲基-2,3,3a,9a-四氫-6H-呋喃[2',3':4,5]惡唑并[3,2-a]嘧啶-6-酮的一般步驟: 1. 在碳酸二苯酯和NaHCO3催化下,于100℃在DMF中進(jìn)行反應(yīng),產(chǎn)率90%。 2. 使用DMTCl在吡啶中室溫反應(yīng),產(chǎn)率89%。 3. 在乙二醇、Ti(OiPr)4和NaHCO3催化下,于THF中150℃反應(yīng),產(chǎn)率79%。 4. 以MsCl和Et3N在DCM中進(jìn)行反應(yīng),產(chǎn)率57%。 5. 使用NaN3和18-冠-6在DMF中反應(yīng),產(chǎn)率89%。 6. 以Ph3P和H2O在THF中反應(yīng),產(chǎn)率89%。 7. 在DCM和Et3N中反應(yīng),產(chǎn)率88%。 8. 最后,使用(iPr)2NP(Cl)OCH2CH2CN和DIPEA在DCM中室溫反應(yīng),產(chǎn)率59.4%。
參考文獻(xiàn):
[1] Patent: CN103450302, 2016, B. Location in patent: Paragraph 0096-0098; 0110
[2] Patent: US2013/231473, 2013, A1. Location in patent: Paragraph 0158
[3] Patent: US2005/107324, 2005, A1. Location in patent: Page/Page column 26
[4] Journal of the Brazilian Chemical Society, 2015, vol. 26, # 4, p. 816 - 821
[5] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 5, p. 1641 - 1652