2-benzyloxymethyl-3,4-dihydro-2H-pyran | 124817-00-1

• 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: 2-benzyloxymethyl-3,4-dihydro-2H-pyran
• 英文别名: (S)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran；(2S)-2-(phenylmethoxymethyl)-3,4-dihydro-2H-pyran
• CAS: 124817-00-1
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: LGYFHVWBJDKUTO-ZDUSSCGKSA-N

物化性质

• 沸点：
  300.8±11.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzyloxymethyl-3,4-dihydro-2H-pyran 在 sodium hydride 、 9-硼双环[3.3.1]壬烷 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 35.25h， 生成 (2S,5R)-2-((benzyloxy)methyl)-5-methoxytetrahydro-2H-pyran
  参考文献：
  名称：

  [EN] 1,3,4,7-TETRAHYDRO-2H-PYRROLO [3',2':5,6] PYRIDO[2,3-B] [1,4] OXAZEPINE BC1-2 INHIBITORS
  [FR] INHIBITEURS DE BCL-2 DE TYPE 1,3,4,7-TÉTRAHYDRO-2H-PYRROLO[3',2':5,6]PYRIDO[2,3-B][1,4]OXAZÉPINE

  摘要：

  The present invention provides for compounds of Formula (I) wherein A, L, W, and R1 have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of CLL, SLL, and/or ALL.

  公开号：

  WO2023141536A1
• 作为产物：
  描述：

  2-羟甲基-3,4-二氢吡喃 在 4-二甲氨基吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 、 mineral oil 为溶剂， 反应 38.5h， 生成 2-benzyloxymethyl-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  [EN] 1,3,4,7-TETRAHYDRO-2H-PYRROLO [3',2':5,6] PYRIDO[2,3-B] [1,4] OXAZEPINE BC1-2 INHIBITORS
  [FR] INHIBITEURS DE BCL-2 DE TYPE 1,3,4,7-TÉTRAHYDRO-2H-PYRROLO[3',2':5,6]PYRIDO[2,3-B][1,4]OXAZÉPINE

  摘要：

  The present invention provides for compounds of Formula (I) wherein A, L, W, and R1 have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of CLL, SLL, and/or ALL.

  公开号：

  WO2023141536A1

文献信息

• Electrochemical Trifluoromethylation of Glycals
  作者：Miao Liu、Zhao-Xiang Luo、Tian Li、De-Cai Xiong、Xin-Shan Ye

  DOI：10.1021/acs.joc.1c01318

  日期：2021.11.19

  Carbohydrates play essential roles in various physiological and pathological processes. Trifluoromethylated compounds have wide applications in the field of medicinal chemistry. Herein, we report a practical and efficient trifluoromethylation of glycals by an electrochemical approach using CF3SO2Na as the trifluoromethyl source and MnBr2 as the redox mediator. A variety of trifluoromethylated glycals

  碳水化合物在各种生理和病理过程中发挥着重要作用。三氟甲基化化合物在药物化学领域有着广泛的应用。在此，我们报道了一种使用CF 3 SO 2 Na 作为三氟甲基源和MnBr 2作为氧化还原介体的电化学方法对糖醛进行实用且有效的三氟甲基化。多种带有不同保护基团的三氟甲基化糖以 60-90% 的收率获得，具有高区域选择性。CF 3自由基的成功捕获表明该反应涉及自由基机理。
• Arylbis(arylthio)sulfonium salts as reagents for the synthesis of 2-deoxy-.beta.-glycosides
  作者：Gurmit Grewal、Neelu Kaila、Richard W. Franck

  DOI：10.1021/jo00033a033

  日期：1992.3

  The title sulfonium salts undergo electrophilic addition to glycals in the presence of alcohols to form principally beta-glycosides. A substituent effect study has shown that the reagent with a p-tolylthio group is the most face-selective. By variation of the alcohol nucleophile, it has been shown that face selectivity is also dependent on the structure of the nucleophile. One instance of double diastereodifferentiation was uncovered when the racemic alcohol 23.5 was used in a reaction with tribenzyl glucal 22.1. The effect of glycal substitution on the face selectivity has led to the postulation of a heretofore unrecognized and still unexplained stereoelectronic effect.
• Enzymatic synthesis of optically active (S)-(+)-2-hydroxymethyl-3,4-dihydro-2H-pyran and (S)-(+)-2-acetoxymethyl-3,4-dihydro-2H-pyran
  作者：Suk-Ku Kang、Jae-Ho Jeon、Tokutarou Yamaguchi、Ryung-Kee Hong、Byoung-Seob Ko

  DOI：10.1016/0957-4166(94)00361-e

  日期：1995.1

  Porcine pancreas lipase(PPL)-catalyzed acetylation of(+/-)-2-hydroxymethyl-3,4-dihydro-2H-pyran with vinyl acetate in organic solvent afforded (S)-(+)-2-acetoxymethyl-3,4-dihydro-2H-pyran. Alternatively, (+/-)-2-acetoxymethyl-3,4-dihydro-2H-pyran was resolved via hydrolysis catalyzed by PPL in acetone-phosphate buffer system to afford (S)-(+)-2-hydroxymethyl-3,4-dihydro-2H-pyran with high enantiomeric purity.
• The ring-closing metathesis of vinyl ethers with Grubbs' catalyst for the synthesis of dihydropyrans
  作者：Claudio F. Sturino、Jerome C.Y. Wong

  DOI：10.1016/s0040-4039(98)02205-9

  日期：1998.12

  A series of acyclic vinyl ethers have been prepared and treated with Grubbs' ruthenium catalyst ((Cy3P)(2)RuCl2=CHPh). Contrary to previous findings, it has been shown that certain vinyl ethers are excellent substrates for the ring closing metathesis with ruthenium based catalysts. (C) 1998 Elsevier Science Ltd. All rights reserved.
• RAMESH, SUBBAN;KAILA, NEELU;GREWAL, GURMIT;FRANCK, RICHARD W., J. ORG. CHEM., 55,(1990) N, C. 5-7
  作者：RAMESH, SUBBAN、KAILA, NEELU、GREWAL, GURMIT、FRANCK, RICHARD W.

  DOI：——

  日期：——