Acetic acid (2S,5R)-5-(6-amino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester | 108183-09-1

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘌呤核苷
• 英文名称: Acetic acid (2S,5R)-5-(6-amino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester
• 英文别名: 5'-O-acetyl-2',3'-dideoxyadenosine；[(2S,5R)-5-(6-aminopurin-9-yl)oxolan-2-yl]methyl acetate
• CAS: 108183-09-1
• 化学式: C₁₂H₁₅N₅O₃
• 分子量: 277.283
• InChiKey: IKXPVDQOIYFSBQ-DTWKUNHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  6-N-dibenzoyl-9-(5'-O-acetyl-2',3'-dideoxy-β-D-glycero-pent-2-enofuranosyl)adenine 在 吡啶 、 氨 、 sodium methylate 、 镍 作用下， 反应 11.0h， 生成 Acetic acid (2S,5R)-5-(6-amino-purin-9-yl)-tetrahydro-furan-2-ylmethyl ester
  参考文献：
  名称：

  Welch, C. J.; Bazin, H.; Chattopadhyaya, J., Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1986, vol. 40, # 5, p. 343 - 357

  摘要：

  DOI：

文献信息

• [EN] BICYCLIC PEPTIDE LIGAND STING CONJUGATES AND USES THEREOF<br/>[FR] CONJUGUÉS PEPTIDE-LIGAND BICYCLIQUE ET LEURS UTILISATIONS
  申请人：BICYCLETX LTD

  公开号：WO2020165600A1

  公开（公告）日：2020-08-20

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用方法。
• Process for the production of purine nucleoside compounds
  申请人：Torii Takayoshi

  公开号：US20050171126A1

  公开（公告）日：2005-08-04

  2′,3′-didehydro-2′,3′-dideoxypurine nucleoside compounds and 2′,3′-dideoxypurine nucleoside compounds may be produced efficiently by treating a 3′-deoxy-3′-bromopurine nucleoside compound with a perfluoroalkanesulfonyl fluoride in the presence of a base to give a 2′,3′-didehydro-2′,3′-dideoxypurine nucleoside compound, which may be converted to a 2′,3′-dideoxypurine nucleoside compound, by catalytic hydrogenation.

  2′,3′-二去氢-2′,3′-二脱氧嘌呤核苷化合物和2′,3′-二脱氧嘌呤核苷化合物可以通过在碱的存在下用全氟烷磺酰氟处理3′-脱氧-3′-溴嘌呤核苷化合物来高效制备，从而得到2′,3′-二去氢-2′,3′-二脱氧嘌呤核苷化合物，通过催化氢化可以将其转化为2′,3′-二脱氧嘌呤核苷化合物。
• Process for preparing 2',3'-dideoxy nucleoside derivatives
  申请人：Ajinomoto Co., Inc.

  公开号：US05106962A1

  公开（公告）日：1992-04-21

  A process for preparing 2',3'-didehydro-2',3'-dideoxynucleoside derivatives (III) ##STR1## by reacting a compound (I) ##STR2## with a viologen (N,N'-dialkyl-4,4'-bipyridinium salt) is disclosed. In the formulae R.sup.1 is C.sub.1-12 acyl or sulfonyl, R.sup.2 is hydrogen, C.sub.1-12 acyl, C.sub.1-12 alkyl, C.sub.6-18 aralkyl, or silyl, X is a halogen atom, and B is a purine, pyrimidine, imidazole, or triazole base residue.

  揭示了一种制备2'，3'-二去氢-2'，3'-二脱氧核苷衍生物（III）的过程，该过程通过将化合物（I）与维奥洛根（N，N'-二烷基-4,4'-联吡啶盐）反应而得到。在公式中，R1是C1-12酰基或磺酰基，R2是氢，C1-12酰基，C1-12烷基，C6-18芳基烷基或硅基，X是卤素原子，B是嘌呤，嘧啶，咪唑或三唑碱基残基。
• A process for the production of purine nucleoside compounds
  申请人：Ajinomoto Co., Inc.

  公开号：EP1550665A1

  公开（公告）日：2005-07-06

  The invention provides a process wherein a 3'-deoxy-3'-halopurine nucleoside compound is treated with perfluoroalkanesulfonyl fluoride in the presence of a base to give a 2',3'-didehydro-2',3'-dideoxypurine nucleoside compound. The resulting compound may be subjected to a catalytic hydrogenolysis to obtain a 2',3'-dideoxypurine nucleoside compound.

  本发明提供了一种方法，其中将3'-去氧-3'-卤代嘌呤核苷化合物在碱存在下与全氟烷基磺酰氟进行处理，以得到2',3'-双脱氢-2',3'-双去氧嘌呤核苷化合物。所得化合物可以经过催化氢解作用，得到2',3'-双去氧嘌呤核苷化合物。
• ADENOSINE ANALOG AND ITS USE IN REGULATING THE CIRCADIAN CLOCK
  申请人：NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING

  公开号：US20210338706A1

  公开（公告）日：2021-11-04

  The present invention provides a kind of nucleoside analogue compounds, and a composition comprising the compound and pentostatin, their use for modulating circadian rhythm, preferably, for shifting circadian phase, and methods for modulating circadian rhythm, preferably, for shifting circadian phase via the compound or the composition.