1,7-dibutyl-2,3,4,6-tetrahydroxy-5H-benzocyclohepten-5-one | 16492-78-7

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 1,7-dibutyl-2,3,4,6-tetrahydroxy-5H-benzocyclohepten-5-one
• 英文别名: 4',7-Dibutyl-purpurogallin；1,7-Dibutyl-2,3,4,6-tetrahydroxybenzo[7]annulen-5-one
• CAS: 16492-78-7
• 化学式: C₁₉H₂₄O₅
• 分子量: 332.397
• InChiKey: NBKKYHLLAHQYGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,7-dibutyl-2,3,4,6-tetrahydroxy-5H-benzocyclohepten-5-one 、 原乙酸三乙酯 以 甲苯 为溶剂， 生成 7,10-Dibutyl-2-ethoxy-4,6-dihydroxy-2-methylcyclohepta[f][1,3]benzodioxol-5-one
  参考文献：
  名称：

  STABILIZATION OF HOUSEHOLD, BODY-CARE AND FOOD PRODUCTS BY USING BENZOTROPOLONE CONTAINING PLANT EXTRACTS AND/OR RELATED BENZOTROPOLONE DERIVATIVES

  摘要：

  本发明揭示了利用公式中的苯并三酮衍生物，其中R1、R2和R7各自独立地为氢；C1-C3烷基；或COR8；R3为氢；或COOR9；R4为氢；或C1-C3烷基；R5为氢；羟基；C1-C3-烷氧基；或—O—(CO)—R10；R6为氢；C1-C3烷基；或COR8；或R5和R6可共同形成五元或六元环；或R6和R7可共同形成五元或六元环；以及R8、R9、R10各自独立地为C1-C30烷基；用于保护身体护理和家用产品免受光解和氧化降解的影响。

  公开号：

  US20150353470A1
• 作为产物：
  描述：

  2.3.4-Trihydroxy-1-butyl-benzol 在 potassium iodate 作用下， 生成 1,7-dibutyl-2,3,4,6-tetrahydroxy-5H-benzocyclohepten-5-one
  参考文献：
  名称：

  某些邻苯三酚和紫杉醇衍生物的氧化

  摘要：

  讨论了许多4-和5-单取代和4,6-二取代的邻苯三酚的氧化产物。4-烷基邻苯三酚产生相应的4'，7-二烷基紫杉醇，并阐明了由这些化合物与碱性过氧化氢进一步氧化而得的产物的结构。5-单和4,6-二烷基邻苯三酚衍生物的氧化分别产生特征性的白色和黄色二聚体。证据表明，前者为三环十二烷，后者为二苯并二恶英结构。描述了在用碱处理时，二苯并二恶英二聚体向苯并环戊二恶英异构体的转化。

  DOI：

  10.1016/0040-4020(67)85149-4

文献信息

• An efficient chemo-enzymatic approach towards variably functionalized benzotropolones
  作者：Gabi Baisch、Barbara Wagner、Reinhold Öhrlein

  DOI：10.1016/j.tet.2010.03.068

  日期：2010.5

  An efficient three-step synthesis for benzotropolones via three catalytic steps is presented. Pyrogallol phenones are formed in the first step starting from pyrogallol, which is acylated by proton-catalysis. Catalytic hydrogenation of the phenones yields the corresponding alkylated pyrogallyl dervatives. In the final enzyme-catalyzed step the pyrogallol derivatives are annulated to form the benzotropolone cores. An alternative pathway via the Pechmann reaction is also presented. The combination of the three catalytic steps gives access to a wide range of benzotropolone congeners. (C) 2010 Elsevier Ltd. All rights reserved.
• EP2296760B1
  申请人：——

  公开号：EP2296760B1

  公开（公告）日：2016-03-16
• USE OF BENZOTROPOLONE DERIVATIVES AS PHOTOSTABILIZER AND ANTIOXIDANT FOR STABILIZATION OF BODY-CARE AND HOUSEHOLD PRODUCTS.
  申请人：BASF SE

  公开号：EP2709977B1

  公开（公告）日：2018-09-05
• USE OF BENZOTROPOLONE DERIVATIVES AS UV ABSORBERS AND ANTIOXIDANTS AND THEIR USE IN SUNSCREENS AND/OR COSMETIC COMPOSITIONS
  申请人：Wagner Barbara

  公开号：US20110123468A1

  公开（公告）日：2011-05-26

  Described is the use of benzotropolone and their derivatives, especially the compounds of formula (1); wherein R 2 , R 3 , R 4 , R 5 and R 6 independently of one another are hydrogen; OH; C 1 -C 30 alkyl, C 2 -C 30 al-kenyl, C 1 -C 30 alkoxy, C 3 -C 12 cycloalkyl or C 1 C 30 hydroxyalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C 6 -C 20 aryl, which may be substituted by one or more G; C 4 -C 20 heteroaryl, which may be substituted by one or more G, C 2 -C 18 alkenyl, C 2 -C 18 alkynyl, C 7 -C 25 aralkyl, CN, or —CO—R 17 ; C 1 -C 30 mono- or dialkylamino; COR 9 ; COOR 9 ; CONR 9 R 10 ; CN; SO 2 R 9 ; OCOOR 9 ; OCOR 9 ; NHCOOR 9 ; NR 9 COR 10 ; NH 2 ; *—(CO)—NH—(CH 2 ) n1 —(PO)—(OR 11 ) 2 ; —(CO)—O—(CH 2 ) n1 —(PO)—(OR 11 ) 2 ; sulphate; sulphonate; phosphate; phosphonate; —(CH 2 ) n2 —[O—(SO 2 )] n3 —OR 11 ; —O—(CH 2 ) n4 (CO) n5 —R 11 ; —(O) n6 —(CH 2 ) n7 —(PO)—(OR 9 ) 2 ; —(O) n6 —(CH 2 ) n7 —SO 2 —OR 9 ; halogen; organosilanyl; organo-siloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH 2 ) n —(X 1 ) 1 or 0 -benzotropolone system, wherein n=1-10 and X 1 =—O—; —(CO)—; —O—CO—; —COO—, —NH—; —S—; —SO 2 —); R 1 , R 7 and R 8 independently of one another are hydrogen; C 1 C 12 alkyl or C 3 -C 12 -cycloalkyl, which may be substituted by one or more E and/or interrupted by one or more D; C 6 -C 20 aryl, which may be substituted by one or more G; C 4 -C 20 heteroaryl, which may be substituted by one or more G, C 2 -C 18 alkenyl, C 2 -C 18 alkynyl, C 7 -C 25 aralkyl, or COOR 9 ; COR 9 ; CONR 9 R 10 ; SO 3 R 9 ; SO 2 R 9 ; PO 3 (R 9 ) 2 ; PO 2 (R 9 ) 2 ; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen to the benzotropolone system or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH 2 ) n —(X 2 ) 1 or 0 —*, wherein n=1-10 and X 2 =—C(═O)—; —O—CO—*); R 9 and R 10 independently from each other are hydrogen; C 1 C 18 alkyl or C 3 -C 12 -cycloalkyl which may be substituted by one or more E and/or interrupted by one or more D; C 6 -C 20 aryl, which may be substituted by one or more G; C 4 -C 20 heteroaryl, which may be substituted by one or more G; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH 2 ) n —*, wherein n=1-10); or R 9 and R 10 together form a five or six membered ring, R 11 is hydrogen; or C 1 -C 5 alkyl; n 1 , n 2 , n 4 and n 7 independently from each other are a number from 1 to 5; n 3 , n 5 and n 6 independently from each other are a 0; or 1; D is —CO—; —COO—; —S—; —SO—; —SO2-; —O—; —NR 14 —; —S 1 R 19 R 20 —; —POR 11 —; —CR 12 ═CR 13 —; or —C≡C—; and E is —OR 18 ; —SR 18 ; —NR 14 R 15 ; —NR 14 COR 15 ; —COR 17 ; —COOR 16 ; —CONR 14 R 15 ; —CN; halogen; Or SO 3 R 18 ; SO 2 R 18 ; PO 3 (R 18 ) 2 ; PO 2 (R 18 ) 2 ; organosilanyl; organosiloxanyl; or a sugar residue linked directly in an α- or β-mode via the anomeric oxygen or via a linear or branched alkylene, alkenylene, alkadiene or alkatriene spacer (sugar-(CH 2 )n-(X 1 ) 1 or 0 —*, wherein n=1-10 and X1=—O—; —C(═O)—; —O—CO—; —COO—; —NH—; —S—; —SO 2 —); G is E; C 1 -C 18 alkyl, which is optionally interrupted by D; C 1 -C 18 perfluoroalkyl; C 1 -C 18 alkoxy, which is optionally substituted by E and/or interrupted by D; wherein R 12 , R 13 , R 14 and R 15 independently of each other are hydrogen; C 6 -C 18 aryl which is optionally substituted by OH, C 1 -C 18 alkyl or C 1 -C 18 alkoxy; C 1 -C 18 alkyl, which is optionally interrupted by —O—; or Ri4 and Ri5 together form a five or six membered ring, Ri6 is hydrogen; C6-Ci8aryl which is optionally substituted by OH, C 1 -C 18 alkyl or d-C 18 alkoxy; C 1 -C 18 alkyl which is optionally interrupted by —O—; R 17 is H; C 6 -C 18 aryl which is optionally substituted by OH, C 1 -C 18 alkyl or C 1 -C 18 alkoxy; or d-C 18 alkyl which is optionally interrupted by —O—; R 18 is hydrogen; C 6 -C 18 aryl, which is optionally substituted by OH, C 1 -C 18 alkyl or d-C 18 alkoxy; C 1 -C 18 alkyl, which is optionally interrupted by —O—; R 19 and R 20 independently of each other are hydrogen; C 1 -C 18 alkyl; C 6 -C 18 aryl which is optionally substituted by C 1 -C 18 alkyl; and R 21 is C 1 -C 18 alkyl; or C 6 -C 18 aryl, which is substituted by C 1 -C 18 alkyl; * means, that this radical is directed to the benzotropolone moiety; for the protection of human and animal hair and skin against UV radiation.
• US8784853B2
  申请人：——

  公开号：US8784853B2

  公开（公告）日：2014-07-22