1-methylisochromane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 1-methylisochromane
• 英文别名: 1-Methyl-isochroman, 1e'；(1R)-1-methyl-3,4-dihydro-1H-isochromene
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: IRQLJDGOFUMMAW-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  异色满 在 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 敌草腈 、 叔丁基锂 、 臭氧 、 (4S,4′S)-(-)-2,2′-(3-戊烯基)双(4-异丙基噁唑啉) 作用下， 以 正己烷 为溶剂， 反应 2.5h， 生成 1-methylisochromane
  参考文献：
  名称：

  External chiral ligand-induced enantioselective lithiation/SE2 reactions of isochroman and phthalan

  摘要：

  Treatment of isochroman and phthalan with a t-BuLi/chiral bis(oxazoline) complex followed by reaction with carbon-electrophiles such as benzaldehyde and CO2 is shown to afford the a-substituted derivatives in moderate-to-high enantioselectivities (up to 97% ee and 83% ee, respectively). The asymmetric induction is proved to occur at the post-lithiation step. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01028-5

文献信息

• Iridium‐Catalyzed Enantioselective Hydrogenation of Oxocarbenium Ions: A Case of Ionic Hydrogenation
  作者：Tilong Yang、Yongjie Sun、Heng Wang、Zhenyang Lin、Jialin Wen、Xumu Zhang

  DOI：10.1002/anie.201916677

  日期：2020.4.6

  Ionic hydrogenation has not been extensively explored, but is advantageous for challenging substrates such as unsaturated intermediates. Reported here is an iridium-catalyzed hydrogenation of oxocarbenium ions to afford chiral isochromans with high enantioselectivities. A variety of functionalities are compatible with this catalytic system. In the presence of a catalytic amount of the Brønsted acid

  离子加氢尚未得到广泛研究，但对于具有挑战性的底物（如不饱和中间体）具有优势。这里报道的是铱催化氧碳鎓离子的氢化，以提供具有高对映选择性的手性异色团。多种功能与该催化系统兼容。在催化量的布朗斯台德盐酸的存在下，原位生成α-氯醚，随后将其还原。动力学研究表明，底物中的一级动力学和催化剂中的半级动力学。积极的非线性效应以及半动力学顺序揭示了催化剂的二聚作用。提出了基于单体铱催化剂的可能反应途径，DFT计算研究揭示了离子加氢途径。
• [EN] SUBSTITUTED CYCLOHEXANECARBOXAMIDES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION<br/>[FR] CYCLOHEXANECARBOXAMIDES SUBSTITUÉS, LEUR PRÉPARATION ET LEUR APPLICATION THÉRAPEUTIQUE
  申请人：SANOFI SA

  公开号：WO2022133027A1

  公开（公告）日：2022-06-23

  Compounds of formula (1) wherein R1represents a -C(R2)(R3)-[C(R4)(R5)]m-L-R6group or -R7; and the preparation and the therapeutic uses of the compounds of formula (1) as agonists of TRPM8 receptors, useful especially in the treatment of oropharyngeal dysphagia.

  式（1）的化合物中，其中R1表示-C（R2）（R3） - [C（R4）（R5）] m-L-R6基团或-R7；以及式（1）的化合物的制备和治疗用途，作为TRPM8受体的激动剂，特别适用于治疗口咽吞咽困难。
• Boronic Acid Derivatives
  申请人：Merck Patent GmbH

  公开号：US20210317145A1

  公开（公告）日：2021-10-14

  α-Amino boronic acid derivatives are useful for inhibiting the activity of immunoproteasome (LMP7) and for the treatment and/or prevention of a medical condition affected by immunoproteasome activity, such as an inflammatory and autoimmune disease, a neurodegenerative disease, a proliferative disease, and cancer.
• External chiral ligand-induced enantioselective lithiation/SE2 reactions of isochroman and phthalan
  作者：Katsuhiko Tomooka、Lan-Fang Wang、Fumiaki Okazaki、Takeshi Nakai

  DOI：10.1016/s0040-4039(00)01028-5

  日期：2000.8

  Treatment of isochroman and phthalan with a t-BuLi/chiral bis(oxazoline) complex followed by reaction with carbon-electrophiles such as benzaldehyde and CO2 is shown to afford the a-substituted derivatives in moderate-to-high enantioselectivities (up to 97% ee and 83% ee, respectively). The asymmetric induction is proved to occur at the post-lithiation step. (C) 2000 Elsevier Science Ltd. All rights reserved.