CAS: 14047-28-0; (R)-1-(6-Amino-9H-Purin-9-yl)Propan-2-Ol

上下游产品

adenine(R)-9-2-(2-tetrahydropyranyloxy)propyladenine (R)-1-(6-chloro-9H-purin-9-yl) propan-2-ol adenine (R)-1,2-propylene carbonate 6-benzoyladenine(R)-9-(2-hydroxypropyl)-N6-benzoyladenine (R)-diethyl (((1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate tenofovir

(R)-9-<2-(2-Tetrahydropyranyloxy)Propyl>Adenine置于硫酸体系中,用85%的收率获得(R)-(+)-9-(2-羟丙基)腺嘌呤
参考文献:Synthesis Of Enantiomeric N-(2-Phosphonomethoxypropyl) Derivatives Of Purine And Pyrimidine Bases. I. The Stepwise Approach
标题:Synthesis Of Enantiomeric N-(2-Phosphonomethoxypropyl) Derivatives Of Purine And Pyrimidine Bases. I. The Stepwise Approach
摘要:(R)和(S)-N-(2-磷酸甲氧基丙基)嘌呤和嘧啶碱(pmp衍生物)对逆转录病毒表现出非常高的活性.本文描述了对映异构体9-(2-磷酸甲氧基丙基)腺嘌呤(i和xxvii),9-(2-磷酸甲氧基丙基)-2,6-二氨基嘌呤(ii和xxxi),9-(2-磷酸甲氧基丙基)鸟嘌呤(iii和xxix)和1-(R)-(2-磷酸甲氧基丙基)胞嘧啶(xix)的合成,方法是用双(2-丙基) P-甲苯磺酰氧甲基膦酸酯(x)烷基化对应碱的n保护n-(2-羟基丙基)衍生物,然后逐步去保护中间体的n和o.关键中间体,N-(2-羟基丙基)衍生物ix和xxv,是通过将适当的杂环碱与(R)-或(S)-2-(2-四氢吡喃氧基)丙基 P-甲苯磺酸酯(vii或xxiii)烷基化,并酸水解得到的n-[2-(2-四氢吡喃氧基)丙基]衍生物viii和xxii.手性合成物是通过对(R)-或(S)-2-(2-四氢吡喃氧基)丙醇(vi或xxi)进行对烯基化制备的,这些化合物可通过还原对映异构烷基2-O-四氢吡喃基乳酸酯v和xxi与双(2-甲氧基乙氧基)铝氢化钠反应得到.这种方法用于合成胞嘧啶,腺嘌呤和2,6-二氨基嘌呤衍生物,而从鸟嘌呤衍生物制备的化合物则是通过2-氨基-6-氯嘌呤中间体的水解制备的.胞嘧啶衍生物ixe也是通过对4-甲氧基-2-嘧啶酮的烷基化后接着中间体ixf的氨解合成的.
Doi:10.1135/cccc19951196

专利信息

专利号:US-10155007-B2
优先权日:2014-10-29
标 题:Synthesis method for improved tenofovir disoproxil fumarate using ion-exchange resin and method for preparing oral dissolving film form using the same
发明人：KIM DONG-JIN; KOO CHANG-HUI; CHO IL-HEE; LEE SUNG-BAE; HAN DONG-HOON
权利人:FIRSON
摘要:The present invention relates to a synthesis method of preventing the formation of impurities and byproducts in the synthesis of tenofovir disoproxil fumarate (Teno-DF) used as a medicine for hepatitis B and HIV treatment due to its function to promote bioactivities. In the synthesis method of the present invention, an ion-exchange resin (Dowex 50W hydrogen form, sulfonic acidic cation exchange resin) is used to enhance the yield and purity of the compound. The present invention also relates to a method of preparing an oral dissolving film dosage form in the manufacture of a medicine using the tenofovir compound with high purity obtained by the synthesis method of the present invention as an effective ingredient.

专利号:US-2018111938-A1
优先权日:2015-05-05
标 题:Synthesis of Intermediates Used in the Manufacture of Anti-HIV Agents
发明人：PRADHAN BRAJA SUNDAR; AMARNATH KOMMIREDDY; VEMPALA NARESH; RAHMAN MD ATAUR
权利人:CBZ INVEST LTD
摘要:The present invention relates to a process of preparing intermediates of Formula (I). The process comprises of reacting compound of Formula (III) with compound of Formula (V) in the presence of a solvent selected from an alcohol, ether or water to form compound of Formula (I) wherein, R 1 is selected from —NH 2 , Cl, Br, NHCOR″, wherein R″ is alkyl, aryl, Schiff's base of formula Nâ•?CHR′, wherein R′ is alkyl or aryl; R 2 is selected from H, alkyl; R 3 and R 4 , each independently is H; R 5 and R 6 , each independently is H, alkyl; R 7 is H, alkyl; and R 8 is H, alkyl.

专利号:US-5935946-A
优先权日:1997-07-25
标 题 :Nucleotide analog composition and synthesis method
发明人：MUNGER JR JOHN D; ROHLOFF JOHN C; SCHULTZE LISA M
权利人:GILEAD SCIENCES INC
摘要:The invention provides a composition comprising bis(POC)PMPA and fumaric acid (1:1). The composition is useful as an intermediate for the preparation of antiviral compounds, or is useful for administration to patients for antiviral therapy or prophylaxis. The composition is particularly useful when administered orally. The invention also provides methods to make PMPA and intermediates in PMPA synthesis. Embodiments include lithium t-butoxide, 9-(2-hydroxypropyl) adenine and diethyl p-toluenesulfonylmethoxyphosphonate in an organic solvent such as DMF. The reaction results in diethyl PMPA preparations containing an improved by-product profile compared to diethyl PMPA made by prior methods.

专利号:EP-0998480-B1
优先权日:1997-07-25
标 题:Nucleotide analog composition and synthesis method
发明人：MUNGER JOHN D JR; ROHLOFF JOHN C; SCHULTZE LISA M
权利人:GILEAD SCIENCES INC
摘要:The invention provides a composition comprising bis(POC)PMPA and fumaric acid (1:1). The composition is useful as an intermediate for the preparation of antiviral compounds, or is useful for administration to patients for antiviral therapy or prophylaxis. The composition is particularly useful when administered orally. The invention also provides methods to make PMPA and intermediates in PMPA synthesis. Embodiments include lithium t-butoxide, 9-(2-hydroxypropyl) adenine and diethyl p-toluenesulfonylmethoxy-phosphonate in an organic solvent such as DMF. The reaction results in diethyl PMPA preparations containing an improved by-product profile compared to diethyl PMPA made by prior methods.

专利号:US-2011245484-A1
优先权日:2010-03-31
标 题 :Stereoselective synthesis of phosphorus containing actives

专利号:WO-2011123668-A2
优先权日:2010-03-31
标 题:Stereoselective synthesis of phosphorus containing actives