ethyl β-D-galactopyranoside | 18997-88-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl β-D-galactopyranoside
• 英文别名: ethyl β-D-galactoside；Ethyl Beta-D-Galactopyranoside；(2R,3R,4S,5R,6R)-2-ethoxy-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 18997-88-1
• 化学式: C₈H₁₆O₆
• 分子量: 208.211
• InChiKey: WYUFTYLVLQZQNH-DWOUCZDBSA-N

物化性质

• 熔点：
  123-125 °C
• 沸点：
  395.1±42.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  ethyl β-D-galactopyranoside 在 高氯酸 作用下， 以 水 为溶剂， 生成 β-半乳糖苷酶
  参考文献：
  名称：

  Isaacs, Neil S.; Javaid, Khalid; Capon, Brian, Journal of the Chemical Society. Perkin transactions II, 1982, p. 101 - 104

  摘要：

  DOI：
• 作为产物：
  描述：

  beta-D-半乳糖五乙酸酯 在 甲醇 、 氢溴酸 、 sodium methylate 、 乙酸酐 、 silver carbonate 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 50.0h， 生成 ethyl β-D-galactopyranoside
  参考文献：
  名称：

  Solution- and Solid-Phase Synthesis of Inhibitors of H. pylori Attachment and E-Selectin-Mediated Leukocyte Adhesion

  摘要：

  Chemical and enzymatic methods have been developed for the synthesis of the oligosaccharides NeuAc alpha 2-->3Gal beta 1 -->4GlcNAc beta 1-->3Gal and NeuAc alpha 2-->3Gal beta 1-->4(Fuc alpha 1-->3)GlcNAc beta 1-->3Gal as inhibitors for H. pylori and E-selectin, respectively. Gal, NeuAc, and Fuc were incorporated sequentially into the synthetic primer GlcNAc beta 1-->3Gal beta OEt by the corresponding glycosyltransferases to give both the tetrasaccharide and the pentasaccharide. This solution-phase strategy was then extended to the solid-phase synthesis of the tetrasaccharide. A disaccharide primer was first attached to controlled pore glass via a spacer group containing an ester bond, followed by enzymatic incorporation of Gal and NeuAc. Two to three equivalents of sugar nucleotides were used in the enzymatic glycosylationl and the conversion for each step was found to be > 98% as indicated in the analysis of products released by treatment with hydrazine.

  DOI：

  10.1021/ja00104a011

文献信息

• [EN] COMPOSITIONS AND METHODS FOR ENHANCED INTESTINAL ABSORPTION OF CONJUGATED OLIGOMERIC COMPOUNDS<br/>[FR] COMPOSITIONS ET MÉTHODES ASSURANT UNE MEILLEURE ABSORPTION INTESTINALE DE COMPOSÉS OLIGOMÈRES CONJUGUÉS
  申请人：ISIS PHARMACEUTICALS INC

  公开号：WO2015188194A1

  公开（公告）日：2015-12-10

  Provided herein are compositions and methods for non-parenteral delivery of conjugated oligomeric compounds. In certain embodiments, compositions and methods are provided for oral delivery of conjugated oligomeric compounds. In certain embodiments, the oligomeric compounds are conjugated to one or more N-acetylgalactosamines or N-acetylgalactosamine analogues.

  本文提供了用于非肠内递送共轭寡聚化合物的组合物和方法。在某些实施方式中，提供了用于口服递送共轭寡聚化合物的组合物和方法。在某些实施方式中，这些寡聚化合物与一个或多个N-乙酰半乳糖胺或N-乙酰半乳糖胺类似物共轭。
• POLYMER STABILIZER
  申请人：KIMURA Yoshikazu

  公开号：US20100179253A1

  公开（公告）日：2010-07-15

  A polymer stabilizer comprising the following alkoxy compound: the alkoxy compound: a compound obtained by alkoxylating at least one hydroxyl group contained in a compound of the following formula (1) containing one formyl group or carbonyl group and (n− 1 ) hydroxyl groups in the molecule with an alkyl group having 1 to 12 carbon atoms: C n H 2n O n (1) (wherein, n represents an integer of 3 or more).

  一种聚合物稳定剂，包含以下烷氧基化合物：所述烷氧基化合物是通过将含有以下通式（1）中的一个甲酰基或羰基以及分子中（n-1）个羟基的化合物中的至少一个羟基进行烷氧基化而得到的化合物，其中烷基团含有1至12个碳原子：CnH2nOn（1）（其中，n代表3或以上的整数）。
• [EN] CONJUGATED ANTISENSE COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS ANTISENS CONJUGUÉS ET LEUR UTILISATION
  申请人：ISIS PHARMACEUTICALS INC

  公开号：WO2015179693A1

  公开（公告）日：2015-11-26

  Provided herein are oligomeric compounds with conjugate groups. In certain embodiments, the gomeric compounds are conjugated to N-Acetylgalactosamine or to N-Acetylgalactosamine analogues.

  本文提供了具有共轭基团的寡聚化合物。在某些实施例中，这些寡聚化合物与N-乙酰半乳糖或N-乙酰半乳糖类似物结合。
• Sialyl Le.sup.x analogues as inhibitors of cellular adhesion
  申请人：Cytel Corporation

  公开号：US05854218A1

  公开（公告）日：1998-12-29

  The present invention relates to analogues of sialyl Le.sup.x that inhibit cellular adhesion between a selectin and cells that express sialyl Le.sup.x on their surfaces, as well as methods and compositions using the same, intermediates and methods for the preparation of the cellular adhesion inhibitor compounds and their intermediates. A contemplated intermediate or inhibitor compound has a structure that corresponds to that of Formula A, ##STR1##

  本发明涉及类似于抑制细胞粘附的唾液酸Le.sup.x的类似物，该类似物在表面表达唾液酸Le.sup.x的细胞与选择素之间抑制细胞粘附，以及使用相同的方法和组合物、用于制备细胞粘附抑制剂化合物及其中间体的中间体和方法。拟议的中间体或抑制剂化合物具有与A式相对应的结构。
• Sialyl Le.sup.x analogues as inhibitors of cellular adhesion
  申请人：Cytel Corporation

  公开号：US05604207A1

  公开（公告）日：1997-02-18

  The inventive compounds are analogues of sialyl Le.sup.x that inhibit cellular adhesion between a selectin and cells that express sialyl Le.sup.x on their surfaces, and their synthetic intermediates. An inventive compound has structure A, ##STR1## wherein Z is hydrogen, C.sub.1 -C.sub.6 acyl or ##STR2## Y is C(O), SO.sub.2, HNC(O), OC(O) or SC(O); R.sup.1 is an aryl, a substituted aryl or a phenyl C.sub.1 -C.sub.3 alkylene group, wherein an aryl group has one five- or six-membered aromatic ring, a fused five/six-membered aromatic ring, or two fused six-membered aromatic rings, which rings are hydrocarbyl, monooxahydrocarbyl, monothiahydrocarbyl, monoazahydrocarbyl or diazahydrocarbyl rings, and a substituted aryl group is an aryl group having a halo, trifluoromethyl, nitro, C.sub.1 -C.sub.18 alkyl, C.sub.1 -C.sub.18 alkoxy, amino, mono-C.sub.1 -C.sub.18 alkylamino, di-C.sub.1 -C.sub.18 alkylamino, benzylamino, C.sub.1 -C.sub.18 alkylbenzylamino, C.sub.1 -C.sub.18 thioalkyl or C.sub.1 -C.sub.18 alkyl carboxamido substituent, or R.sup.1 Y is allyloxycarbonyl or chloroacetyl; R.sup.2 is hydrogen, C.sub.1 -C.sub.18 straight chain, branched chain or cyclic hydrocarbyl, C.sub.1 -C.sub.6 alkyl C.sub.1 -C.sub.5 alkylene .omega.-carboxylate, .omega.-tri(C.sub.1 -C.sub.4 alkyl/phenyl)silyl C.sub.2 -C.sub.4 alkylene, monosaccharide or disaccharide, or OR.sup.2 together form a C.sub.1 -C.sub.18 straight chain, branched chain or cyclic hydrocarbyl carbamate; R.sup.3 is hydrogen or C.sub.1 -C.sub.6 acyl; R.sup.4 is hydrogen, C.sub.1 -C.sub.6 alkyl or benzyl; R.sup.5 is hydrogen, benzyl, methoxybenzyl, dimethoxybenzyl or C.sub.1 -C.sub.6 acyl; R.sup.7 is methyl or hydroxymethyl; and X is C.sub.1 -C.sub.6 acyloxy, C.sub.2 -C.sub.6 hydroxylacyloxy, hydroxy, halo or azido.

  这些创新化合物是sialyl Le.sup.x的类似物，可以抑制选择素和表面表达sialyl Le.sup.x的细胞之间的细胞粘附，以及它们的合成中间体。一种创新化合物具有结构A，其中Z是氢，C.sub.1 -C.sub.6酰基或##STR2##；Y是C(O)，SO.sub.2，HNC(O)，OC(O)或SC(O)；R.sup.1是芳基，取代芳基或苯基C.sub.1 -C.sub.3烷基；芳基具有一个五元或六元芳香环，一个融合的五/六元芳香环，或两个融合的六元芳香环，这些环是烃基、单氧烃基、单硫烃基、单氮烃基或双氮烃基环，取代芳基是具有卤素、三氟甲基、硝基、C.sub.1 -C.sub.18烷基、C.sub.1 -C.sub.18烷氧基、氨基、单C.sub.1 -C.sub.18烷基氨基、双C.sub.1 -C.sub.18烷基氨基、苄胺基、C.sub.1 -C.sub.18烷基苄胺基、C.sub.1 -C.sub.18硫代烷基或C.sub.1 -C.sub.18烷基羧酰胺取代基，或R.sup.1 Y是烯丙氧羰基或氯乙酰；R.sup.2是氢，C.sub.1 -C.sub.18直链、支链或环烃基，C.sub.1 -C.sub.6烷基C.sub.1 -C.sub.5烯烷基 .omega.-羧酸酯，.omega.-三(C.sub.1 -C.sub.4烷基/苯基)硅基C.sub.2 -C.sub.4烯烷基，单糖或双糖，或OR.sup.2一起形成C.sub.1 -C.sub.18直链、支链或环烃基碳酸酯；R.sup.3是氢或C.sub.1 -C.sub.6酰基；R.sup.4是氢，C.sub.1 -C.sub.6烷基或苄基；R.sup.5是氢，苄基，甲氧基苄基，二甲氧基苄基或C.sub.1 -C.sub.6酰基；R.sup.7是甲基或羟甲基；X是C.sub.1 -C.sub.6酰氧基，C.sub.2 -C.sub.6羟基酰氧基，羟基，卤素或叠氮。