4-ethynylphenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside | 677352-87-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-ethynylphenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
• 英文别名: [(2R,3R,4S,5S,6R)-3,4,5-triacetyloxy-6-(4-ethynylphenoxy)oxan-2-yl]methyl acetate
• CAS: 677352-87-3
• 化学式: C₂₂H₂₄O₁₀
• 分子量: 448.427
• InChiKey: FXXWEZPLPYKLTE-AANPDWTMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  4-ethynylphenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside 在 sodium methylate 、 copper diacetate 作用下， 以 吡啶 、 甲醇 为溶剂， 反应 62.0h， 生成 bis[4-(α-D-mannopyranosyloxy)phenyl]buta-1,3-diyne
  参考文献：
  名称：

  Synthesis of a small library of bivalent α-d-mannopyranosides for lectin cross-linking

  摘要：

  A small library of bivalent alpha-D-mannopyranosides having rigid linkers was constructed in order to evaluate the effects of inter-saccharide distances upon multivalent binding interactions with plant and bacterial lectins. To this end, iodoaryl and propargyl alpha-D-mannopyranosides were synthesized and the former treated with TMS-acetylene under palladium chemistry to provide their corresponding ethynylaryl derivatives. A library of 15 dimeric members was then obtained using Lewis acid catalyzed glycosidation, aryl-aryl homocoupling, transition metal catalyzed Sonogashira cross-coupling reactions, and oxidative Glaser homocoupling. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.03.041
• 作为产物：
  描述：

  p-iodophenyl 2,3,4,6-tetra-O-acetyl α-D-mannopyranoside 在 四(三苯基膦)钯 、 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 、 三乙胺 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 4-ethynylphenyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside
  参考文献：
  名称：

  Synthesis of a small library of bivalent α-d-mannopyranosides for lectin cross-linking

  摘要：

  A small library of bivalent alpha-D-mannopyranosides having rigid linkers was constructed in order to evaluate the effects of inter-saccharide distances upon multivalent binding interactions with plant and bacterial lectins. To this end, iodoaryl and propargyl alpha-D-mannopyranosides were synthesized and the former treated with TMS-acetylene under palladium chemistry to provide their corresponding ethynylaryl derivatives. A library of 15 dimeric members was then obtained using Lewis acid catalyzed glycosidation, aryl-aryl homocoupling, transition metal catalyzed Sonogashira cross-coupling reactions, and oxidative Glaser homocoupling. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.03.041

文献信息

• [EN] GLYCOSYLATED HISTONE DEACETYLASE INHIBITORS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] INHIBITEURS GLYCOSYLÉS D'HISTONE DÉSACÉTYLASE ET LEURS MÉTHODES DE FABRICATION ET D'UTILISATION
  申请人：GEORGIA TECH RES INST

  公开号：WO2022146994A1

  公开（公告）日：2022-07-07

  Provided herein are glycosylated compounds as histone deacetylase (HDACi) inhibitors or a diastereomer, solvate, or a pharmaceutically acceptable salt thereof. Also provided are pharmaceutical compositions and medicaments that include the compounds described herein as well as methods of treating inflammatory disease and cancer.

  本文提供了作为组蛋白去乙酰化酶抑制剂（HDACi）或其对映体、溶剂化物或药学上可接受的盐的糖基化化合物。还提供了包括上述化合物的药物组合物和药物以及治疗炎症性疾病和癌症的方法。
• EP1562951A2
  申请人：——

  公开号：EP1562951A2

  公开（公告）日：2005-08-17
• Porphyrin derivatives
  申请人：Yahioglu Gokhan

  公开号：US20060293249A1

  公开（公告）日：2006-12-28

  A compound of formula I is disclosed: wherein each R 1 is independently wherein W is an aryl, alkyl or heteroaryl group, each of which may be independently and optionally substituted by one or more of: OH, halogen, an isothiocyanate group, a haloacetamide, maleimide, COOH, NO 2 , NH 2 , alkyl, haloalkyl, alkoxy, (CO) n (O) m Z, a polyethylene glycol group, an alkyl sulfonate group, an alkyl-COOH group, a substituted or unsubstituted benzyl group, or a sugar derivative; R 2 is H, a halogen, an isothiocyanate group, a haloacetamide, maleimide, Y-aryl or Y-heteroaryl, where Y is O, S, NH, C(O) or CO 2 , and where said aryl or heteroaryl group may be optionally substituted by one or more of: OH, halogen, an isothiocyanate group, a haloacetamide, maleimide, COOH, NO 2 , NH 2 , alkyl, haloalkyl, alkoxy, (CO) n′ (O) m′ Z′, a polyethylene glycol group, an alkyl sulfonate group, an alkyl-COOH group, a substituted or unsubstituted benzyl group, or a sugar derivative; Z and Z′ are each independently silicon-containing protecting groups and m, m′, n and n′ are each independently 0 or 1; X is a C 1-20 alkylene group, optionally substituted by one or more substituents selected from halogen, NO 2 , CN, OH, OMe, NH 2 , CF 3 , COOH and CONH 2 ; each R 3 , R 4 , R 5 and R 6 is independently H, alkyl, alkoxy, halogen or OH; and M is 2 H or a metal.
• [EN] PORPHYRIN DERIVATIVES<br/>[FR] DERIVES DE PORPHYRINE
  申请人：PHOTOBIOTICS LTD

  公开号：WO2004046151A2

  公开（公告）日：2004-06-03

  The present invention relates to a compound of formula (I) wherein each R1 is independently (II), wherein W is an aryl, alkyl or heteroaryl group, each of which may be optionally substituted by one or more of OH, halogen, an isothiocyanate group, a haloacetamide, maleimide, COOH, NO2, NH2, alkyl, haloalkyl, alkoxy, (CO)n(O)mZ, a polyethylene glycol group, an alkyl sulfonate group, an alkyl-COOH group, a substituted or unsubstituted benzyl group, or a sugar derivative; R2 is H, a halogen, an isothiocyanate group, a haloacetamide, maleimide, Y-aryl or Y-heteroaryl, where Y is O, S, NH, C(O) or CO2, and where said aryl or heteroaryl group may be optionally substituted by one or more of: OH, halogen, an isothiocyanate group, a haloacetamide, maleimide, COOH, NO2, NH2, alkyl, haloalkyl, alkoxy, (CO)n'(O)m'Z', a polyethylene glycol group, an alkyl sulfonate group, an alkyl-COOH group, a substituted or unsubstituted benzyl group, or a sugar derivative; Z and Z' are each independently silicon-containing protecting groups and m, m', n and n' are each independently 0 or 1; X is a C1-20 alkylene group, optionally substituted by one or more substituents selected from halogen, NO2, CN, OH, OMe, NH2, CF3, COOH and CONH2; each R3, R4, R5 and R6 is independently H, alkyl, alkoxy, halogen or OH; and M is 2H or a metal.