7,7-dimethyl-7,8-dihydro-4H-benzo[d][1,3]dioxin-5(6H)-one | 1424289-20-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7,7-dimethyl-7,8-dihydro-4H-benzo[d][1,3]dioxin-5(6H)-one
• 英文别名: 7,7-dimethyl-4,6,7,8-tetrahydro-2H,5H-1,3-benzodioxin-5-one；7,7-Dimethyl-7,8-dihydro-4H-1,3-benzodioxin-5(6H)-one；7,7-dimethyl-6,8-dihydro-4H-1,3-benzodioxin-5-one
• CAS: 1424289-20-2
• 化学式: C₁₀H₁₄O₃
• 分子量: 182.219
• InChiKey: HUUBRACEEYINIU-UHFFFAOYSA-N

物化性质

• 沸点：
  298.8±39.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 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：

  7,7-dimethyl-7,8-dihydro-4H-benzo[d][1,3]dioxin-5(6H)-one 在 正丁基锂 、 palladium diacetate 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 为溶剂， 反应 1.0h， 生成 3-(4-methoxyphenyl)-6,6-dimethyl-1,5,6,7-tetrahydro-8H-isochromen-8-one
  参考文献：
  名称：

  Efficient Synthesis of 3-Alkynyl-2-(hydroxymethyl)cyclohex-2-en-1-ones by a Stork–Danheiser Sequence from Vinylogous Esters and Terminal Alkynes

  摘要：

  An efficient Stork-Danheiser sequence has been developed for the preparation of a variety of 3-alkynyl-2-(hydroxymethyl)cyclohex-2-en-1-ones in good to excellent yields from the corresponding 4,6,7,8-tetrahydro-5H-1,3-benzodioxin-5-ones and terminal alkynes. Several of the 3-alkynyl-2-(hydroxymethyl) cyclohex-2-en-1-one products were catalytically cyclized to give the corresponding 3-aryl-1,5,6,7-tetrahydro-8H-isochromen-8-ones.

  DOI：

  10.1055/s-0034-1380451
• 作为产物：
  描述：

  三聚甲醛 、 5,5-二甲基-1,3-环己二酮 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以70%的产率得到7,7-dimethyl-7,8-dihydro-4H-benzo[d][1,3]dioxin-5(6H)-one
  参考文献：
  名称：

  Efficient Synthesis of 3-Alkynyl-2-(hydroxymethyl)cyclohex-2-en-1-ones by a Stork–Danheiser Sequence from Vinylogous Esters and Terminal Alkynes

  摘要：

  An efficient Stork-Danheiser sequence has been developed for the preparation of a variety of 3-alkynyl-2-(hydroxymethyl)cyclohex-2-en-1-ones in good to excellent yields from the corresponding 4,6,7,8-tetrahydro-5H-1,3-benzodioxin-5-ones and terminal alkynes. Several of the 3-alkynyl-2-(hydroxymethyl) cyclohex-2-en-1-one products were catalytically cyclized to give the corresponding 3-aryl-1,5,6,7-tetrahydro-8H-isochromen-8-ones.

  DOI：

  10.1055/s-0034-1380451

文献信息

• Anionic Diels–Alder Chemistry of Cyclic Sodium Dien-1-olates Delivering Highly Stereoselective and Functionalized Polycyclic Adducts
  作者：Jing-Kai Huang、Kak-Shan Shia

  DOI：10.1021/acs.orglett.1c01807

  日期：2021.8.6

  Anionic Diels–Alder chemistry of electron-deficient cross-conjugated vinylogous alkenones, providing highly stable sodium dienolate ion pairs as electron-rich dienes in the presence of a weak sodium base in THF, has been newly developed, leading to a single Diels–Alder adduct, in racemic form, in moderate to high yields (up to 97%, 37 examples).

  新开发的缺电子交叉共轭乙烯基烯酮的阴离子 Diels-Alder 化学，在 THF 中存在弱钠碱的情况下，提供高度稳定的二烯醇钠离子对作为富电子二烯，导致单个 Diels-Alder加合物，外消旋形式，中等至高产率（高达 97%，37 个实例）。
• Approach to the core structure of abeo-abietanes and gibberellins via Stork–Danheiser sequence followed by Friedel–Crafts alkylations
  作者：Badrinath N. Kakde、Subhajit Bhunia、Alakesh Bisai

  DOI：10.1016/j.tetlet.2013.01.002

  日期：2013.3

  A mild and efficient protocol for the synthesis of [6,5,6]-tricyclic framework (4) of abeo-abietanes (1) and gibberellins (2) via Stork-Danheiser sequence on a bicyclic vinylogous ester followed by Lewis acid-catalyzed Friedel-Crafts alkylations of 3-aryl-2-hydroxymethyl-2-cyclohexenones (5) is developed. A variety of 2-cyclohexenone derivatives (5) underwent smooth Friedel-Crafts alkylations to craft the [6,5,6]-tricyclic skeleton (4) in good to excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.
• [EN] 1,3,4,7-TETRAHYDRO-2H-PYRROLO [3',2':5,6] PYRIDO[2,3-B] [1,4] OXAZEPINE BC1-2 INHIBITORS<br/>[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
  申请人：[en]ABBVIE INC.

  公开号：WO2023141536A1

  公开（公告）日：2023-07-27

  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.