2,2,6-trimethyl-3,4-dihydro-2H-chromene | 23446-57-3

• 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: 2,2,6-trimethyl-3,4-dihydro-2H-chromene
• 英文别名: 2,2,6-trimethylchroman；6-methyl-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran；2H-1-Benzopyran, 3,4-dihydro-2,2,6-trimethyl-；2,2,6-trimethyl-3,4-dihydrochromene
• CAS: 23446-57-3
• 化学式: C₁₂H₁₆O
• 分子量: 176.258
• InChiKey: VXXGNQXVRVNCGY-UHFFFAOYSA-N

物化性质

• 沸点：
  244-244.5 °C
• 密度：
  0.9920 g/cm3(Temp: 15 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,2,6-trimethyl-3,4-dihydro-2H-chromene 在 N-溴代丁二酰亚胺(NBS) 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 生成 2,2-Dimethyl-3,4-dihydro-2H-1-benzopyran-6-carbonyl bromide
  参考文献：
  名称：

  Ahluwalia, V. K.; Mukherjee, Irani; Mukherjee, Keya, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 11, p. 1124 - 1125

  摘要：

  DOI：
• 作为产物：
  描述：

  1-methyl-4-((2-methylbut-3-en-2-yl)sulfonyl)benzene 在 magnesium bromide 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 22.5h， 生成 2,2,6-trimethyl-3,4-dihydro-2H-chromene
  参考文献：
  名称：

  Julia, Marc; Nel, Maurice; Uguen, Daniel, Bulletin de la Societe Chimique de France, 1987, # 3, p. 487 - 492

  摘要：

  DOI：

文献信息

• An efficient and simple method for synthesis of 2,2-disubstituted-2H-chromenes by condensation of a phenol with a 1,1-disubstituted propargyl alcohol using BF3·Et2O as the catalyst
  作者：Sridhar Madabhushi、Raveendra Jillella、Kondal Reddy Godala、Kishore Kumar Reddy Mallu、China Ramanaiah Beeram、Narsaiah Chinthala

  DOI：10.1016/j.tetlet.2012.07.077

  日期：2012.9

  An efficient and simple method for the synthesis of 2,2-disubstituted-2H-chromenes by one-step cyclocondensation of a phenol with a variety of 1,1-disubstituted propargyl alcohols using BF3·Et2O as the catalyst is described.

  描述了一种以BF 3 ·Et 2 O为催化剂，通过苯酚与多种1,1-二取代的炔丙基醇的一步式环缩合反应合成2,2-二取代的2 H-色烯的有效而简单的方法。
• [EN] HETEROBICYCLE-SUBSTITUTED AZOLYL BENZENE FUNGICIDES<br/>[FR] FONGICIDES D'AZOLYL BENZÈNE SUBSTITUÉ PAR HÉTÉROBICYCLE
  申请人：DU PONT

  公开号：WO2011059619A1

  公开（公告）日：2011-05-19

  Disclosed are compounds of Formula 1, including all stereoisomers, N oxides, and salts thereof, wherein Y is a 5-membered, fully or partially unsaturated heterocyclic ring containing 2-4 carbon atoms and 2-3 nitrogen atoms as ring members, the ring substituted with Z on a ring member atom connected through an adjacent single ring member atom to the ring member atom attaching the heterocyclic ring to the phenyl ring of Formula 1, and optionally further substituted with up to 2 substituents independently selected from R5 on carbon atom ring members and from R6 on nitrogen atom ring members; Z is an 8-, 9-, 10- or 11-membered fused heterobicyclic ring system containing ring members selected from carbon atoms and 1 to 4 heteroatoms independently selected from up to 2 O, up to 2 S and up to 4 N atoms, wherein up to 3 carbon atom ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)u(=NR7)z, the ring system optionally substituted with substituents independently selected from R8 on carbon atom ring members and from R9 on nitrogen atom ring members; and R1, R2, R3, R4, R5, R6, R7, R8, R9, u and z are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.

  公开的是Formula 1的化合物，包括所有立体异构体、N-氧化物和盐，其中Y是一个5元的、完全或部分不饱和的杂环环，含有2-4个碳原子和2-3个氮原子作为环成员，该环在通过相邻的单环成员原子连接到将杂环环连接到Formula 1的苯环上的环成员原子上与Z取代，并且可选地进一步取代最多2个取代基，独立地从碳原子环成员上的R5和氮原子环成员上的R6中选择；Z是一个8、9、10或11元的融合杂双环环系统，其中环成员从碳原子和1到4个异原子中独立选择，这些异原子最多选择2个O、最多2个S和最多4个N原子，其中最多3个碳原子环成员独立选择自C(=O)和C(=S)，硫原子环成员独立选择自S(=O)u(=NR7)z，环系统可选地取代取代基，独立地从碳原子环成员上的R8和氮原子环成员上的R9中选择；以及R1、R2、R3、R4、R5、R6、R7、R8、R9、u和z如披露中所定义。还公开了含有Formula 1的化合物的组合物以及用于控制由真菌病原体引起的植物病害的方法，包括施用本发明的化合物或组合物的有效量。
• PROCESS FOR THE PREPARATION OF DEUTERATED COMPOUNDS CONTAINING N-ALKYL GROUPS
  申请人：Atzrodt Jens

  公开号：US20140081019A1

  公开（公告）日：2014-03-20

  The present invention relates to a process for deuteration of amines in the alpha and/or beta position of the N-atom by using a deuterium source and a Ruthenium(II) based catalyst.

  本发明涉及一种利用氘源和基于二价钌的催化剂对胺在N原子的α和/或β位置进行氘代反应的方法。
• [EN] CHROMANE-SUBSTITUED TETRACYCLIC COMPOUNDS AND USES THEREOF FOR TREATMENT OF VIRAL DISEASES<br/>[FR] COMPOSÉS TÉTRACYCLIQUES SUBSTITUÉS PAR CHROMANE ET LEURS UTILISATIONS DANS LE TRAITEMENT DE MALADIES VIRALES
  申请人：MERCK SHARP & DOHME

  公开号：WO2018032467A1

  公开（公告）日：2018-02-22

  Disclosed are novel chromane-substituted tetracyclic compounds of Formula (I), and pharmaceutically acceptable salts thereof, wherein A, A', R2 R3, R4 and R5 are as defined in the description. Also disclosed are compositions comprising a chromane-substituted tetracyclic compound, and methods of using the chromane-substituted tetracyclic compounds for treating or preventing HCV infection in a patient.

  揭示了一种新的Formula (I)的含有色甘醇取代基的四环化合物，以及其药用盐，其中A、A'、R2、R3、R4和R5如描述中所定义。还揭示了包含色甘醇取代基四环化合物的组合物，以及使用这些色甘醇取代基四环化合物来治疗或预防患者HCV感染的方法。
• Iron-Catalyzed Arene Prenylation
  作者：Alexander J. Villani-Gale、Chad C. Eichman

  DOI：10.1002/ejoc.201600531

  日期：2016.6

  arenes and 2,2-dimethylchromans using a Friedel–Crafts-type coupling between activated arenes and isoprene is reported. A combination of catalytic amounts of FeCl3 and AgBF4 promotes a regioselective prenylation event followed by a cyclization to form a 2,2-dimethylchroman structure. The method avoids isoprene polymerization and allows the facile late-stage derivatization of biologically active motifs.

  报道了使用活化芳烃和异戊二烯之间的 Friedel-Crafts 型偶联合成异戊二烯化芳烃和 2,2-二甲基色满。催化量的 FeCl3 和 AgBF4 的组合促进了区域选择性异戊二烯化事件，然后环化形成 2,2-二甲基色满结构。该方法避免了异戊二烯聚合，并允许生物活性基序的后期衍生化。