penta-O-acetyl-D-mannose | 66888-27-5

• 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: penta-O-acetyl-D-mannose
• 英文别名: α-D-mannose pentaacetate；2,3,4,5,6-penta-O-acetyl-aldehydo-D-mannose；2,3,4,5,6-penta-O-acetyl-D-mannosaldehyde；2,3,4,5,6-penta-O-acetyl-D-mannose；penta-O-acetyl D-mannose；D-mannose pentaacetate；Mannose pentaacetate；[(2R,3R,4S,5S)-2,3,4,5-tetraacetyloxy-6-oxohexyl] acetate
• CAS: 66888-27-5
• 化学式: C₁₆H₂₂O₁₁
• 分子量: 390.344
• InChiKey: UAOKXEHOENRFMP-KLHDSHLOSA-N

物化性质

• 熔点：
  117.5 °C
• 沸点：
  472.0±45.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  27
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  penta-O-acetyl-D-mannose 在 吡啶 、 氢氟酸 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到2,3,4,6-四邻乙酰基-alpha-d-吡喃甘露糖氟化物
  参考文献：
  名称：

  Stereospecific α-d-mannosylation

  摘要：

  The stereospecific formation of alpha-D-mannosyl glycosidic linkages has been achieved in high yield using tetra-O-pivaloyl-alpha-D-mannopyranosyl fluoride and boron trifluoride diethyl etherate in dichloromethane. Examples of the alpha-D-mannosylation of primary, secondary, benzylic and phenolic hydroxyl groups are described. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(99)00065-8
• 作为产物：
  描述：

  2,3,4,5,6-penta-O-acetyl-D-mannose dipropyl dithioacetal 在 bis(acetylacetonate)oxovanadium 、 双氧水 、 sodium iodide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 5.0h， 以68%的产率得到penta-O-acetyl-D-mannose
  参考文献：
  名称：

  VO(acac)2/H2O2/NaI: a mild and efficient combination for the cleavage of dithioacetal derivatives of sugars

  摘要：

  A wide variety of dithioacetal derivatives of sugars can be cleaved easily into the corresponding open-chain aldehydo sugars using an efficient combination of VO(acac)(2)/H2O2/NaI at 0-5 degrees C. Some of the salient features of this protocol are mild reaction conditions, good yields, short reaction times, easy work-up procedures, and non-involvement of toxic chemicals. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.09.006

文献信息

• Methods for delivery of nucleic acids
  申请人：Satishchandran C.

  公开号：US20060084617A1

  公开（公告）日：2006-04-20

  This invention features methods and compositions for delivery of nucleic acids (e.g., DNA, RNA, PNA, and hybrids thereof) to cells. The nucleic acid delivery complexes of the invention permit biologically active nucleic acids to be delivered to cells and organisms in vitro and in vivo in a manner and form that allows the nucleic acids to carry out their desired biological function.

  这项发明涉及用于将核酸（例如，DNA、RNA、PNA及其杂合体）递送到细胞中的方法和组合物。本发明的核酸递送复合物使得生物活性的核酸能够以某种方式和形式递送到体外和体内的细胞和生物体中，从而允许核酸执行其所需的生物学功能。
• LOW-VISCOSITY LIQUID CRYSTAL COMPOUND
  申请人：Ikeda Yutaka

  公开号：US20120264923A1

  公开（公告）日：2012-10-18

  The present invention relates to a liquid crystal compound that can be used as a base for injection formulations. The present invention provides an amphipathic compound having the following general formula (I): wherein X and Y each denotes a hydrogen atom or together denote an oxygen atom, n denotes an integer from 0 to 2, m denotes the integer 1 or 2, and R denotes a hydrophilic group generated by removal of one hydroxyl group from any one selected from the group consisting of glycerol, erythritol, pentaerythritol, diglycerol, triglycerol, xylose, sorbitol, ascorbic acid, glucose, galactose, mannose, dipentaerythritol, maltose, mannitol, and xylitol; as well as a base for injection formulations and depot formulation comprising the same.

  本发明涉及一种可作为注射制剂基质的液晶化合物。本发明提供了一种两亲性化合物，具有如下通式(I)： 其中，X和Y各自表示氢原子，或者共同表示一个氧原子，n表示从0到2的整数，m表示整数1或2，R表示由来自甘油、赤藓糖醇、季戊四醇、双甘油、三甘油、木糖、山梨糖醇、抗坏血酸、葡萄糖、半乳糖、甘露糖、双季戊四醇、麦芽糖、甘露醇和木糖醇中任选其一去除一个羟基而生成的亲水基团；以及包含该化合物的注射制剂基质和储存型制剂。
• Preparation of Thiosugars and Their Use
  申请人：Davis Benjamin Guy

  公开号：US20090176970A1

  公开（公告）日：2009-07-09

  A process for the preparation of a thiosaccharide represented by Saccharide-S-H wherein Saccharide comprises at least 4 sugar units, comprises subjecting a corresponding compound of the formula (P)Saccharide-S-(P) wherein (P) represents an O- or S-protecting group(s), to Birch reduction.

  一种制备由糖硫代糖（Saccharide-S-H）表示的硫代糖的方法，其中糖代表至少4个糖单元，包括将具有以下结构的相应化合物（P）糖硫代糖（P）进行桦还原：（P）糖硫代糖（P），其中（P）代表一个或多个O-或S-保护基。
• Prebiotic carbohydrate synthesis: zinc–proline catalyzes direct aqueous aldol reactions of α-hydroxy aldehydes and ketones
  作者：Jacob Kofoed、Jean-Louis Reymond、Tamis Darbre

  DOI：10.1039/b501512j

  日期：——

  Zn–proline catalyzed aldolisation of glycoladehyde gave mainly tetroses whereas in the cross-aldolisation of glycoladehyde and rac-glyceraldehyde, pentoses accounted for 60% of the sugars formed with 20% of ribose.

  邻–脯氨酸催化的乙二醛醛醇反应主要生成四碳糖，而在乙二醛与外消旋甘油醛的交叉醛醇反应中，形成的糖类中有60%为五碳糖，其中20%为核糖。
• New method for the preparation of l-gulose from d-mannose: Synthetic study on the sugar moiety of bleomycin
  作者：Tetsuta Oshitari、Masahiro Tomita、Susumu Kobayashi

  DOI：10.1016/s0040-4039(00)78254-2

  日期：1994.8

  l-gulose, a key building block of the carbohydrate moiety of antitumor antibiotic bleomycins, is prepared from d-mannose by the inversion at C-5.

  通过在C-5倒置，由d-甘露糖制备1-gulose（抗肿瘤抗生素博来霉素的碳水化合物部分的关键组成部分）。