methyl 2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-galactopyranoside | 50605-02-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-galactopyranoside
• 英文别名: methyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranoside；Methyl 3,4,6-Tris-O-acetyl-2-amino-2-deoxy-β-D-galactopyranoside；methyl-(tri-O-acetyl-2-acetylamino-2-deoxy-β-D-galactopyranoside)；Methyl-(tri-O-acetyl-2-acetylamino-2-desoxy-β-D-galactopyranosid)；2-Acetamido-3,4,6-tri-O-acetyl-1-O-methyl-2-deoxy-β-D-galactopyranose；Methyl-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-galactopyranosid；Methyl 3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-beta-D-galactopyranoside；[(2R,3R,4R,5R,6R)-5-acetamido-3,4-diacetyloxy-6-methoxyoxan-2-yl]methyl acetate
• CAS: 50605-02-2
• 化学式: C₁₅H₂₃NO₉
• 分子量: 361.349
• InChiKey: BKJUFVXNIJMMKO-UXXRCYHCSA-N

物化性质

• 熔点：
  215 °C
• 沸点：
  504.9±50.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-galactopyranoside 在 甲醇 、 barium methoxide 作用下， 生成 甲基2-乙酰氨基-2-脱氧-beta-D-吡喃半乳糖苷
  参考文献：
  名称：

  Acetohalogeno Derivatives and Glycosides of D-Galactosamine¹

  摘要：

  DOI：

  10.1021/ja01556a040
• 作为产物：
  描述：

  (4aS,6S,7R,8S,8aS)-3-Benzyloxy-8-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-7-hydroxy-6,7,8,8a-tetrahydro-4aH-pyrano[3,2-e][1,3,4]oxadiazine-1-carboxylic acid benzyl ester 在 镍 吡啶 、 四丁基氟化铵 、 氢气 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、96.53 kPa 条件下， 反应 18.67h， 生成 methyl 2-acetamido-3,4,6-tri-O-acetyl-2-desoxy-β-D-galactopyranoside
  参考文献：
  名称：

  [4 + 2] Cycloaddition reaction of dibenzyl azodicarboxylate and glycals

  摘要：

  DOI：

  10.1021/ja00190a037

文献信息

• Circular dichroic studies of 2-amino-2-deoxy-galactopyranosides - conformations of the 2-(N-acetyl-p-bromobenzamido) group
  作者：Lee-Chiang Lo、Nina Berova、Koji Nakanishi、Ezequiel Q. Morales、Jesús T. Vázquez

  DOI：10.1016/s0957-4166(00)86076-0

  日期：1993.3

  mono-N-acylates and their O-counterparts, and furthermore, the solvent- and temperature-dependent changes differ for the α- and β-anomers. These differences can be accounted for by the different conformations of the 2-NAcBz group.

  2-氨基-2-脱氧-D-吡喃半乳糖苷甲基-N-酰化物（乙酰基或对-溴苯甲酰基）的CD谱类似于相应的O-酰化物的CD谱，可以通过加和法则来解释。然而，含有N-乙酰基-对-溴苯甲酰胺基酰亚胺基团（NAcBz）的吡喃糖苷的CD比单N-酰化物及其O-对应物的CD复杂得多，此外，取决于溶剂和温度的变化也不同对于α-和β-异头物。这些差异可以由2-NAcBz基团的不同构象解释。
• NUCLEIC ACID COMPLEX
  申请人：Kyowa Hakko Kirin Co., Ltd.

  公开号：EP3498724A1

  公开（公告）日：2019-06-19

  The present invention provides a nucleic acid conjugate in which a sugar chain ligand is bonded to an oligonucleotide via a linker, the sugar chain ligand having O-bonded mannose at its non-reducing end.

  本发明提供了一种核酸共轭物，其中糖链配体通过连接体与寡核苷酸结合，糖链配体的非还原端具有 O 键甘露糖。
• Block copolymers
  申请人：GENEVANT SCIENCES GMBH

  公开号：US10646582B2

  公开（公告）日：2020-05-12

  Described herein are block copolymers, and methods of making and utilizing such copolymers. The described block copolymers are disruptive of a cellular membrane, including an extracellular membrane, an intracellular membrane, a vesicle, an organelle, an endosome, a liposome, or a red blood cell. Preferably, in certain instances, the block copolymer disrupts the membrane and enters the intracellular environment. In specific examples, the block copolymer is endosomolytic and capable of delivering an oligonucleotide (e.g., an mRNA) to a cell. Compositions comprising a block copolymer and an oligonucleotide (e.g., an mRNA) are also disclosed.

  本文描述的是嵌段共聚物，以及制造和利用这种共聚物的方法。所述嵌段共聚物可破坏细胞膜，包括细胞外膜、细胞内膜、囊泡、细胞器、内体、脂质体或红细胞。优选地，在某些情况下，嵌段共聚物会破坏膜并进入细胞内环境。在具体例子中，嵌段共聚物具有内溶性，能够将寡核苷酸（如 mRNA）输送到细胞中。此外，还公开了由嵌段共聚物和寡核苷酸（如 mRNA）组成的组合物。
• Nucleic acid constructs and methods of using the same
  申请人：GENEVANT SCIENCES GMBH

  公开号：US10660970B2

  公开（公告）日：2020-05-26

  Described herein are block copolymers, and methods of making and utilizing such copolymers. The described block copolymers are disruptive of a cellular membrane, including an extracellular membrane, an intracellular membrane, a vesicle, an organelle, an endosome, a liposome, or a red blood cell. Preferably, in certain instances, the block copolymer disrupts the membrane and enters the intracellular environment. In specific examples, the block copolymer is endosomolytic and capable of delivering an oligonucleotide (e.g., an mRNA) to a cell. Compositions comprising a block copolymer and an oligonucleotide (e.g., an mRNA) are also disclosed.

  本文描述的是嵌段共聚物，以及制造和利用这种共聚物的方法。所述嵌段共聚物可破坏细胞膜，包括细胞外膜、细胞内膜、囊泡、细胞器、内体、脂质体或红细胞。优选地，在某些情况下，嵌段共聚物会破坏膜并进入细胞内环境。在具体例子中，嵌段共聚物具有内溶性，能够将寡核苷酸（如 mRNA）输送到细胞中。此外，还公开了由嵌段共聚物和寡核苷酸（如 mRNA）组成的组合物。
• Acetohalogeno Derivatives and Glycosides of D-Galactosamine¹
  作者：Zofia Tarasiejska、Roger W. Jeanloz

  DOI：10.1021/ja01556a040

  日期：1958.12