(R,S)-2,3-di-O-benzylglyceraldehyde | 92822-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R,S)-2,3-di-O-benzylglyceraldehyde
• 英文别名: (+/-)-2,3-di-O-benzylglyceraldehyde；(R)-2,3-Bis(benzyloxy)propanal；2,3-bis(phenylmethoxy)propanal
• CAS: 92822-63-4
• 化学式: C₁₇H₁₈O₃
• 分子量: 270.328
• InChiKey: MKESOGHEPAYRNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R,S)-2,3-di-O-benzylglyceraldehyde 在 4-二甲氨基吡啶 、 magnesium bromide 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (2R,3R)-3,4-Bis-benzyloxy-2-triisopropylsilanyloxy-butyronitrile
  参考文献：
  名称：

  Diastereoselective Formation of Cyanohydrins from α-Alkoxy Aldehydes

  摘要：

  [GRAPHICS]The reaction of alpha-alkoxy aldehydes with Et(4)NAG(CN)(2) or Me3SiCN in the presence of MgBr2. OEt2 in CH2Cl2 at 0 degrees C gives the corresponding syn cyanohydrins in good yield with high diastereoselectivity. Excess MgBr2. OEt2 (typically 5 equiv) is required for high diastereoselectivity. Et4NAg(CN)(2) (but not Me3SiCN) is sufficiently reactive to give cyanohydrins at -78 degrees C, and higher diastereoselectivity is obtained at this temperature.

  DOI：

  10.1021/ol991198z

文献信息

• [EN] PENICILLIN-BINDING PROTEIN INHIBITORS<br/>[FR] INHIBITEURS DE PROTÉINES DE LIAISON À LA PÉNICILLINE
  申请人：VENATORX PHARMACEUTICALS INC

  公开号：WO2018218190A1

  公开（公告）日：2018-11-29

  Described herein are certain boron-containing compounds, compositions, preparations and their use as modulators of the transpeptidase function of bacterial penicillin-binding proteins and as antibacterial agents. In some embodiments, the compounds described herein inhibit penicillin-binding proteins. In certain embodiments, the compounds described herein are useful in the treatment of bacterial infections.

  本文描述了某些含硼化合物、组合物、制剂及它们作为细菌青霉素结合蛋白的跨肽酶功能调节剂和抗菌剂的用途。在某些实施例中，本文描述的化合物抑制青霉素结合蛋白。在某些实施例中，本文描述的化合物在治疗细菌感染方面是有用的。
• Lewis acid promoted aldol additions of α-thiosilylketeneacetals to α-alkoxy aldehydes: diastereoselective synthesis of -α-methylene-β-hydroxy-∂-alkoxy esters.
  作者：Anna Bernardi、Silvia Cardani、Cesare Gennari、Giovanni Poli、Carlo Scolastico

  DOI：10.1016/s0040-4039(00)99039-7

  日期：——

  MgBr2 mediated addition of Methyl α-methylthio propionate silylketene acetal to α and α,β-alkoxy aldehydes is highly 3,4 syn-selective (18:1). syn-α- methylene-β- hydroxy-∂-alkoxy esters (6) and (8) are synthesized.

  由MgBr 2介导的α-甲硫基丙酸甲酯甲硅烷基乙烯酮缩醛与α和α，β-烷氧基醛的加成反应具有很高的3,4同选择性（18：1）。合成了α-亚甲基-β-羟基-α-烷氧基酯（6）和（8）。
• Penicillin-binding protein inhibitors
  申请人：VenatoRx Pharmaceuticals, Inc.

  公开号：US11332485B2

  公开（公告）日：2022-05-17

  Described herein are certain boron-containing compounds, compositions, preparations and their use as modulators of the transpeptidase function of bacterial penicillin-binding proteins and as antibacterial agents. In some embodiments, the compounds described herein inhibit penicillin-binding proteins. In certain embodiments, the compounds described herein are useful in the treatment of bacterial infections.

  本文描述了某些含硼化合物、组合物、制剂及其作为细菌青霉素结合蛋白的转肽酶功能调节剂和抗菌剂的用途。在某些实施方案中，本文所述化合物可抑制青霉素结合蛋白。在某些实施方案中，本文所述化合物可用于治疗细菌感染。
• Iterative, stereoselective homologation of chiral polyalkoxy aldehydes employing 2-(trimethylsilyl)thiazole as a formyl anion equivalent. The thiazole route to higher carbohydrates
  作者：Alessandro Dondoni、Giancarlo Fantin、Marco Fogagnolo、Alessandro Medici、Paola Pedrini

  DOI：10.1021/jo00264a035

  日期：1989.2
• Yokoyama, Masataka; Hirano, Sachiko; Matsushita, Michio, Journal of the Chemical Society. Perkin transactions I, 1995, # 13, p. 1747 - 1754
  作者：Yokoyama, Masataka、Hirano, Sachiko、Matsushita, Michio、Hachiya, Takeshi、Kobayashi, Naoki、et al.

  DOI：——

  日期：——