methyl 2,3-O-isopropylidene-6-deoxy-β-D-allofuranoside | 53270-44-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3-O-isopropylidene-6-deoxy-β-D-allofuranoside
• 英文别名: methyl 2,3-O-isopropylidene-5(R)-C-methyl-D-ribofuranoside；methyl 6-deoxy-2,3-O-isopropylidene-beta-D-allo-furanoside；methyl-(O²,O³-isopropylidene-6-deoxy-β-D-allofuranoside)；Methyl-(O²,O³-isopropyliden-6-desoxy-β-D-allofuranosid)；β-Methyl-6-desoxy-2,3-O-isopropyliden-D-allofuranosid；6-Deoxy-2,3-isopropyliden-(methyl-β-D-allo-furanosid)；(1R)-1-[(3aR,4R,6R,6aR)-4-methoxy-2,2-dimethyl-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]ethanol
• CAS: 53270-44-3
• 化学式: C₁₀H₁₈O₅
• 分子量: 218.25
• InChiKey: GSNRIRGBWBCNKC-JGKVKWKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 2,3-O-isopropylidene-6-deoxy-β-D-allofuranoside 在 盐酸 、 硫酸 、 silver(l) oxide 作用下， 生成 methyl 2,3,5-tri-O-methyl-β-D-fucofuranoside
  参考文献：
  名称：

  Levene; Compton, Journal of Biological Chemistry, 1936, vol. 116, p. 169,180

  摘要：

  DOI：
• 作为产物：
  描述：

  O2,O3-isopropylidene-O5-(toluene-4-sulfonyl)-L-rhamnose 在 甲醇 、 sodium methylate 作用下， 生成 methyl 2,3-O-isopropylidene-6-deoxy-β-D-allofuranoside
  参考文献：
  名称：

  Levene; Compton, Journal of Biological Chemistry, 1936, vol. 116, p. 169,180

  摘要：

  DOI：

文献信息

• Pyrido[2,3-d]pyrimidine and pyrimido[4,5-d]pyrimidine nucleosides
  申请人：——

  公开号：US20030144502A1

  公开（公告）日：2003-07-31

  A purine nucleoside analog includes a pyrido[2,3-d]pyrimidine or a pyrimido[4,5-d]pyrimidine and further has a sugar moiety that is optionally modified at the C2′, C3′, C4′ and/or C5′ position. Particularly contemplated compounds also include prodrug forms of the purine nucleoside analogs, and both purine nucleoside analogs and the corresponding prodrugs are employed in the reduction of growth of neoplastic cells.

  一种嘌呤核苷类似物包括吡啶并［2,3-d］嘧啶或嘧啶并［4,5-d］嘧啶，进一步具有一个糖基团，在C2′、C3′、C4′和/或C5′位置可以选择性地被修饰。特别考虑的化合物还包括嘌呤核苷类似物的前药形式，嘌呤核苷类似物和相应的前药都用于抑制肿瘤细胞的生长。
• Pyrrolo[2,3-d]pyrimidine nucleoside analogs
  申请人：——

  公开号：US20020035077A1

  公开（公告）日：2002-03-21

  Compositions and methods for pyrrolo[2,3-d]pyrimidine nucleoside analogs having substituents at the C4′ and C5′ positions of the ribofuranose moiety are presented. Contemplated compositions exhibit, among other things, anti-cancer and immunomodulating effects at reduced cytotoxicity.

  本发明提供了在核糖苷骨架的C4'和C5'位置具有取代基的吡咯[2,3-d]嘧啶核苷类似物的组合物和方法。考虑到的组合物在减少细胞毒性的情况下表现出抗癌和免疫调节等效果。
• Synthesis of 5'-C-Methyl-D-allo- & L-Talo-ribonucleoside 3'-O-Phosphoramidites & Their Incorporation into Hammerhead Ribozymes
  作者：Leonid Beigelman、Alexander Karpeisky、Nassim Usman

  DOI：10.1080/15257779508012498

  日期：1995.5.1

  Abstract 5′-C-Methyl-D-allo & L-talo-ribonucleoside 3′-O-phosphoramidites were prepared from L-rhamnose in 13 and 15 steps respectively. Incorporation of L-talo residues in the hammerhead ribozyme and the resulting activity and stability of the modified ribozymes is described.

  摘要以L-鼠李糖为原料，经13和15个步骤分别制备了5'-C-甲基-D-allo和L-talo-核糖核苷3'-O-亚磷酰胺。描述了在锤头状核酶中掺入L-talo残基以及所得的活性和修饰的核酶的稳定性。
• Method and reagent for inhibiting the expression of disease related genes
  申请人：RIBOZYME PHARMACEUTICALS, INC.

  公开号：EP1260586A2

  公开（公告）日：2002-11-27

  Enzymatic RNA molecules which cleave ICAM-1 mRNA, IL-5 mRNA, rel A mRNA, TNF-α mRNA, RSV mRNA or RSV genomic RNA, or CML associated mRNA, and use of these molecules for the treatment of pathological conditions related to those mRNA-levels; ribonucleosides or nucleotides modified in 2', 3' or 5', methods for their synthesis, purification and deprotection; vectors containing multiple enzymatic nucleic acids, optionally in chimeric form with tRNAs; method for introducing enzymatic nucleic acids into cells by forming a complex with a second nucleic acid, where the complex is capable of taking an R-loop base-paired structure; method for altering a mutant nucleic acid in vivo by hybridization with an oligonucleotide capable of activating ds RNA deaminase, comprising an enzymatic activity or a chemical mutagen. Further are disclosed trans-cleaving or -ligating hairpin ribozymes lacking a substrate RNA moiety, as well as hammerhead ribozymes having an interconnecting loop between base pairs in stem II.

  裂解 ICAM-1 mRNA、IL-5 mRNA、rel A mRNA、TNF-α mRNA、RSV mRNA 或 RSV 基因组 RNA 或 CML 相关 mRNA 的酶 RNA 分子，以及使用这些分子治疗与这些 mRNA 水平相关的病理状况；核糖核苷或 2'、3'或 5'修饰的核苷酸，其合成、纯化和脱保护的方法；含有多种酶核酸的载体，可选择与 tRNA 的嵌合形式；通过与第二种核酸形成复合物将酶核酸导入细胞的方法，其中复合物能形成 R 环碱基配对结构；通过与能激活 ds RNA 脱氨酶的寡核苷酸杂交改变体内突变核酸的方法，该寡核苷酸包括酶活性或化学诱变剂。此外，还公开了缺乏底物 RNA 分子的反式裂解或ligating 发夹核糖核酶，以及在茎 II 中碱基对之间具有互连环的锤头核糖核酶。
• David, Serge; Sennyey, Gerard de, Journal of the Chemical Society. Perkin transactions I, 1982, p. 385 - 394
  作者：David, Serge、Sennyey, Gerard de

  DOI：——

  日期：——