(3-hydroxypropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside | 78181-16-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (3-hydroxypropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
• 英文别名: 3-hydroxypropyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside；(3-hydroxy-propyl)-(tetra-O-acetyl-β-D-glucopyranoside)；(3-Hydroxy-propyl)-(tetra-O-acetyl-β-D-glucopyranosid)；3-hydroxy-1-propyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside；1-(propan-3'-ol)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside；propan-3'-ol 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside；3-hydroxypropyl 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranoside；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(3-hydroxypropoxy)oxan-2-yl]methyl acetate
• CAS: 78181-16-5
• 化学式: C₁₇H₂₆O₁₁
• 分子量: 406.387
• InChiKey: FSOAIKLOUCZHRP-NQNKBUKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  144
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (3-hydroxypropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 在 甲醇 、 sodium methylate 作用下， 生成 (3-hydroxy-propyl)-β-D-glucopyranoside
  参考文献：
  名称：

  Helferich; Hiltmann, Justus Liebigs Annalen der Chemie, 1937, vol. 531, p. 160,171, 175

  摘要：

  DOI：
• 作为产物：
  描述：

  Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester 在 9-硼双环[3.3.1]壬烷 、 双氧水 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以68%的产率得到(3-hydroxypropyl)-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
  参考文献：
  名称：

  Synthesis And Use Of Glycoside Derivatives of Propofol

  摘要：

  本发明涉及一种用于合成、生产和使用前药丙泊酚类似物的方法和组合物。该发明涉及一种用于生产广泛羟乙基化丙泊酚碳水化合物衍生物的方法。

  公开号：

  US20120264702A1

文献信息

• PHOSPHORAMIDITE BUILDING BLOCKS FOR SUGAR-CONJUGATED OLIGONUCLEOTIDES
  申请人：AM CHEMICALS LLC

  公开号：US20160083414A1

  公开（公告）日：2016-03-24

  Novel nucleoside phosphoramidite building blocks for preparation of synthetic oligonucleotides containing at least one phosphotriester linkage conjugated to a monosaccharide and synthetic processes for making the same are disclosed. Furthermore, oligomeric compounds are prepared using said building blocks, preferably followed by removal of protecting groups to provide monosaccharide-conjugated oligonucleotides.

  揭示了用于制备含至少一种磷酸三酯键连接的寡核苷酸的合成寡核苷酸的新型核苷酸磷酰胺酯构建模块，其与单糖偶联，并公开了制备这些构建模块的合成过程。此外，使用这些构建模块制备寡聚合物化合物，最好是在去除保护基之后，以提供单糖偶联的寡核苷酸。
• [EN] SYNTHESIS AND USE OF GLYCOSIDE PRO-DRUG ANALOGS<br/>[FR] SYNTHÈSE ET UTILISATION D'ANALOGUES GLYCOSIDES DE PROMÉDICAMENT
  申请人：NUTEK PHARMA LTD

  公开号：WO2012142141A1

  公开（公告）日：2012-10-18

  The present invention relates to methods and compositions for the synthesis, production, and use of pro-drug analogs. This invention relates to a method for the production of a broad group of glycosylated drugs, including but not limited to propofol, acetaminophen, and camptothecin carbohydrate derivatives.

  本发明涉及用于合成、生产和使用前药类似物的方法和组合物。本发明涉及一种用于生产包括但不限于丙泊酚、对乙酰氨基酚和喜树碱糖衍生物在内的广泛群体的糖基药物的方法。
• A Study of the Rapid Anomerization of Poly-<i>O</i>-benzyl-β-D-glucopyranosides with Titanium Tetrachloride
  作者：Shinkiti Koto、Naohiko Morishima、Reiko Kawahara、Katsuhiko Ishikawa、Shonosuke Zen

  DOI：10.1246/bcsj.55.1092

  日期：1982.4

  Titanium tetrachloride rapidly anomerizes methyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside in dichloromethane at 25 °C. Evidence for the proposal that the benzyloxymethyl group on C-5 and the ring oxygen of the glucoside cooperate to prompt the reaction is described. The reagent anomerizes the interglycosidic linkage of several disaccharide derivatives.

  四氯化钛在 25 °C 的二氯甲烷中快速异构化甲基 2,3,4,6-四-O-苄基-β-D-吡喃葡萄糖苷。描述了 C-5 上的苄氧基甲基和糖苷的环氧协同促进反应的证据。该试剂将几种二糖衍生物的糖苷间键异构化。
• Nouvelle synthèse de spiro-orthoesters d-glucosidiques par photocyclisation stéréoselective d'hydroxyalkyl-d-glucosides
  作者：Jean-Pierre Praly、Gérard Descotes、Marie-Florence Grenier-Loustalot、Franck Metras

  DOI：10.1016/0008-6215(84)85081-8

  日期：1984.5

  Abstract Irradiation of hydroxyalkyl glucosides in the presence of mercury(II) oxide and iodine gave glucosidic C-1-spiroorthoesters. Where the starting glycoside had CH2OH, the cyclization was regio- and stereo-specific by α-attack. The C-1-spiroorthoesters were readily available in a “one-pot synthesis” starting from glucosyl halides.

  摘要在氧化汞（II）和碘的存在下照射羟烷基葡糖苷可得到葡糖苷化的C-1-螺原酸酯。在起始糖苷具有CH2OH的情况下，环化通过α攻击具有区域和立体特异性。C-1-螺原酸酯可容易地以“一锅合成”的形式从葡糖基卤化物获得。
• METHODS, COMPOUNDS, COMPOSITIONS AND VEHICLES FOR DELIVERING 3-AMINO-1-PROPANESULFONIC ACID
  申请人：Kong Xianqi

  公开号：US20080146642A1

  公开（公告）日：2008-06-19

  The invention relates to methods, compounds, compositions and vehicles for delivering 3-amino-1-propanesulfonic acid (3APS) in a subject, preferably a human subject. The invention encompasses compounds that will yield or generate 3APS, either in vitro or in vivo. Preferred compounds include amino acid prodrugs of 3APS for use, including but not limited to, the prevention and treatment of Alzheimer's disease.

  这项发明涉及用于在受试者中（最好是人类受试者）传递3-氨基-1-丙磺酸（3APS）的方法、化合物、组合物和载体。该发明涵盖将产生或生成3APS的化合物，无论是在体外还是体内。首选的化合物包括3APS的氨基酸前药，用于预防和治疗阿尔茨海默病等用途。