1-thioethylhepta-o-benzoyl-β-D-maltose | 127840-88-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-thioethylhepta-o-benzoyl-β-D-maltose
• 英文别名: Bn(-2)[Bn(-3)][Bn(-4)][Bn(-6)]Glc(a1-4)[Bn(-2)][Bn(-3)][Bn(-6)]Glc(b)-SEt；(2S,3R,4S,5R,6R)-2-ethylsulfanyl-3,4-bis(phenylmethoxy)-6-(phenylmethoxymethyl)-5-[(2R,3R,4S,5R,6R)-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-2-yl]oxyoxane
• CAS: 127840-88-4
• 化学式: C₆₃H₆₈O₁₀S
• 分子量: 1017.29
• InChiKey: ORROSWSARXISRJ-BLVKHXLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  74
• 可旋转键数：
  27
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1-thioethylhepta-o-benzoyl-β-D-maltose 在 三氟甲磺酸 、 四丁基高碘酸铵 作用下， 以 水 、 乙腈 为溶剂， 反应 1.25h， 以91%的产率得到2,3,6-tri-O-benzyl-4-O-(2′,3′,4′,6′-tetra-O-benzyl-α-D-glucopyranosyl)-D-glucopyranoside
  参考文献：
  名称：

  一种催化水解硫糖苷的高效新方法

  摘要：

  成功开发了一种新的高效催化水解硫糖苷的方法。各种硫糖苷被顺利水解，以高产率提供相应的 1-羟基糖。双糖的水解顺利进行，没有伴随现有糖苷键的异构化。

  DOI：

  10.1246/cl.1998.567
• 作为产物：
  描述：

  乙基beta-硫代吡喃葡萄糖苷四苄基 在 molecular sieve 、 iodonium di(2,4,6-trimethylpyridine) perchlorate 、 sodium methylate 、 四丁基碘化铵 、 sodium hydride 作用下， 以 甲醇 、 乙醚 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-thioethylhepta-o-benzoyl-β-D-maltose
  参考文献：
  名称：

  An efficient thioglycoside-mediated formation of α-glycosidic linkages promoted by iodonium dicollidine perchlorate

  摘要：

  DOI：

  10.1016/s0040-4039(00)94391-0

文献信息

• Facial amphiphiles and methods of use
  申请人：Zhang Qinghai

  公开号：US09085602B1

  公开（公告）日：2015-07-21

  The invention provides amphiphilic compounds with hydrophobic and hydrophilic faces. The compounds can be readily prepared from steroids such as cholic acid or deoxycholic acid, which provide hydrophobic skeletons with structures similar to that of the lipid cholesterol. The compounds of the invention can be used to aid the solubilization, isolation, purification, stabilization, crystallization, and/or structural determination of membrane proteins, and to prepare micelles for delivery of a bioactive agent, such as a drug or a gene, to a subject.

  该发明提供了具有疏水和亲水面的两性化合物。这些化合物可以从类固醇如胆酸或去氧胆酸中轻松制备，这些类固醇提供了与脂质胆固醇类似的具有疏水骨架的结构。该发明的化合物可用于辅助溶解、分离、纯化、稳定化、结晶和/或确定膜蛋白的结构，并制备微胶束以传递生物活性剂，如药物或基因，给受试者。
• 1,2,3-Triazoles and related glycoconjugates as new glycosidase inhibitors
  作者：Régis Périon、Vincent Ferrières、M. Isabel García-Moreno、Carmen Ortiz Mellet、Raphaël Duval、José M. García Fernández、Daniel Plusquellec

  DOI：10.1016/j.tet.2005.07.033

  日期：2005.9

  A series of saccharidyl-triazoles structurally related to acarbose were prepared and tested as inhibitors of glycosidases. They share in common a 1,4,5trisubstituted 1,2,3-triazole heterocycle as a functional element able to interact with the active site of the target enzymes. First, it was established that the heterocyclic core exhibits a moderate but highly selective a-glucosidase inhibitory activity. Then, it was confirmed that the inhibitory properties could be modulated by conjugation from one to five carbohydrate residues. The present study includes the regio- and stereocontrolled synthesis of novel non-fused 1,2,3-triazolo-pseudooligosaccharides as well as their evaluation as new glycosidase inhibitors. (c) 2005 Elsevier Ltd. All rights reserved.
• Unexpected fluorous solvent effect on oxidation of 1-thioglycosides
  作者：Khalid Misbahi、Morgane Lardic、Vincent Ferrières、Nicolas Noiret、Abdelali Kerbal、Daniel Plusquellec

  DOI：10.1016/s0957-4166(01)00437-2

  日期：2001.9

  Oxidation of various 1-thioglycopyrano- and furanosides with H2O2/Ac2O/SiO2 was performed in CH2Cl2/aprotic perfluorinated solvent mixtures (100:0 to 1:19, v/v). Reactions appeared much faster at a solvent ratio of 1:1 without significant over-oxidation to sulfones and modification of diastereoselectivity. Nevertheless, the nature of both the glycosyl moiety and the protecting group influenced the (S-S):(R-S) product ratio. (C) 2001 Published by Elsevier Science Ltd.
• VEENEMAN, G. H.;BOOM, J. H. VAN, TETRAHEDRON LETT., 31,(1990) N, C. 275-278
  作者：VEENEMAN, G. H.、BOOM, J. H. VAN

  DOI：——

  日期：——
• An efficient thioglycoside-mediated formation of α-glycosidic linkages promoted by iodonium dicollidine perchlorate
  作者：G.H Veeneman、J.H van Boom

  DOI：10.1016/s0040-4039(00)94391-0

  日期：1990.1