7-(β-D-ribofuranosyl)adenine | 485-08-5

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 核苷和核苷酸类似物
• 英文名称: 7-(β-D-ribofuranosyl)adenine
• 英文别名: 3-isoadenosine；(-)-adenosine；1-(6-amino-purin-7-yl)-β-D-1-deoxy-ribofuranose；7-(β-D-Ribofuranosyl)-adenin, 6-Amino-7-(β-D-ribofuranosyl)-purin；7-(β-D-Ribofuranosyl) adenin；7-β-D-Ribofuranosyl-adenin；7-alpha-D-ribosyladenine；(2R,3R,4S,5R)-2-(6-aminopurin-7-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• CAS: 485-08-5
• 化学式: C₁₀H₁₃N₅O₄
• 分子量: 267.244
• InChiKey: UGBOLVVJCMKMDN-KQYNXXCUSA-N

物化性质

• 沸点：
  676.3±65.0 °C(Predicted)
• 密度：
  2.08±0.1 g/cm3(Predicted)
• 熔点：
  218-222 °C(Solv: water (7732-18-5))

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  140
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  7-(β-D-ribofuranosyl)adenine 以77%的产率得到
  参考文献：
  名称：

  HUANG, ZHEN;SCHNEIDER, K. CHRISTIAN;BENNER, STEVEN A., J. ORG. CHEM., 56,(1991) N, C. 3869-3882

  摘要：

  DOI：
• 作为产物：
  描述：

  四乙酰核糖 在 硫酸氢铵 、 ammonium hydroxide 、 六甲基二硅氮烷 作用下， 以 甲醇 为溶剂， 反应 4.33h， 生成 7-(β-D-ribofuranosyl)adenine
  参考文献：
  名称：

  A reinvestigated mechanism of ribosylation of adenine under silylating conditions

  摘要：

  The mechanism of chemical synthesis of adenosind has been reinvestigated. Depending on the reaction conditions and the presence of N-6-protecting groups, ribosylation of adenine proceeds via different kinetic products: 3-riboadenine in strongly acidic media, 7-ribosylated derivative in the silyl method, and 1-(beta-D-ribofuranosyl) adenine when applying N-6-acyladenine and silylating conditions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.08.046

文献信息

• 1,1,1,3,3,3-Hexafluoro-2-propanol for the removal of the 4,4′-DimethoxytrityI protecting group from the 5′-hydroxyl of acid-sensitive nucleosides and nucleotides
  作者：Nelson J. Leonard、Neelima

  DOI：10.1016/0040-4039(95)01673-6

  日期：1995.10

  1,1,1,3,3,3-Hexafluoro-2-propanol is introduced as a suitable reagent and solvent for the detritylution of 5′-O-(4,4′-dimethoxytrityl)-nucleosides and -deoxynucleosides, especially those that are susceptible to N-glycosyl cleavage under more strongly acidic conditions.

  引入1,1,1,3,3,3-六氟-2-丙醇作为合适的试剂和溶剂，用于5'- O-（4,4'-二甲氧基三苯甲基）-核苷和-deoxynucleosides，特别是那些的脱三苯胺稀释在更强的酸性条件下易受N-糖基裂解的影响。
• Process for preparation of nicotinamide riboside (NR) and cosmetic composition comprising (NR and a phosphate-binding agent
  申请人：YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.

  公开号：US11248018B2

  公开（公告）日：2022-02-15

  Disclosed herein is a process for preparing nicotinamide riboside (NR) from an NR precursor and a phosphate-binding agent in a solvent. The reaction-derived mixture comprising NR may be further used without further processing in a variety of products, particularly in a cosmetic product.

  本文公开了一种由 NR 前体和磷酸盐结合剂在溶剂中制备烟酰胺核糖苷（NR）的工艺。包含 NR 的反应生成混合物无需进一步加工即可用于各种产品，尤其是化妆品。
• Berezin; Azizova; Mamardashvili, Russian Journal of Inorganic Chemistry, 2005, vol. 50, # 10, p. 1561 - 1565
  作者：Berezin、Azizova、Mamardashvili

  DOI：——

  日期：——
• HUANG, ZHEN;SCHNEIDER, K. CHRISTIAN;BENNER, STEVEN A., J. ORG. CHEM., 56,(1991) N, C. 3869-3882
  作者：HUANG, ZHEN、SCHNEIDER, K. CHRISTIAN、BENNER, STEVEN A.

  DOI：——

  日期：——
• PROCESS FOR PREPARATION OF NICOTINAMIDE RIBOSIDE (NR) AND COSMETIC COMPOSITION COMPRISING (NR AND A PHOSPHATE-BINDING AGENT
  申请人：YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.

  公开号：US20190055275A1

  公开（公告）日：2019-02-21

  Disclosed herein is a process for preparing nicotinamide riboside (NR) from an NR precursor and a phosphate-binding agent in a solvent. The reaction-derived mixture comprising NR may be further used without further processing in a variety of products, particularly in a cosmetic product.