(5S,7R)-7-Methyl-1,6-dioxaspiro<4.5>decane | 68108-89-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (5S,7R)-7-Methyl-1,6-dioxaspiro<4.5>decane
• 英文别名: (5S,7R)-7-methyl-1,6-dioxaspiro[4.5]decane
• CAS: 68108-89-4；68108-90-7；73046-13-6；75354-36-8；77715-03-8；89576-31-8
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: XNNASGSBOJGKAZ-BDAKNGLRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (5'S)-2-(1'-Oxo-5'-tetrahydropyranyloxyhexyl)butan-4-olide 在 氢氧化钾 、 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 (5S,7R)-7-Methyl-1,6-dioxaspiro<4.5>decane
  参考文献：
  名称：

  Hasegawa, Toru; Kamada, Atsushi; Mori, Kenji, Bioscience, Biotechnology and Biochemistry, 1992, vol. 56, # 5, p. 838 - 839

  摘要：

  DOI：

文献信息

• Lipase mediated resolution of 1,3-butanediol derivatives: chiral building blocks for pheromone enantiosynthesis. Part 3
  作者：Isidoro Izquierdo、Marı́a T. Plaza、Miguel Rodrı́guez、Juan A. Tamayo、Alicia Martos

  DOI：10.1016/s0957-4166(01)00038-6

  日期：2001.2

  (R,S)-1,3-butanediol 5 was kinetically resolved by enzymatic acetylation with vinyl acetate under the presence of Chirazyme (TM) L-2, c-f, yielding (S)-1-O-acetyl-1,3-hydroxybutane 6 and (R)-1,3-di-O-acetyl-1,3-butanediol 7 with enantiomeric excesses of 91%, (E=67.3). Compounds 6 and 7 were easily transformed into the corresponding (S)-3-O-(2-methoxyethoxymethyl)-3-hydroxybutanal 10 and (R)-3-benzyloxybutanal 19, through a protection-deprotection and functional group interchange methodology. Subsequent reaction of 10 and 19 with 3-(methoxycarbonlypropionyl-methylene)triphenylphosphorane afforded methyl (E,S)-8-O-(2-methoxyethoxymethyl)-4-oxo-5-nonenoate 12 and (E,R)-8-benzyl-oxy-4-oxo-5-nonenoate 20. The alkenes 19 and 20 were then catalytically hydrogenated to the corresponding saturated eaters 13 and 21. Treatment of 13 and 21 with 1,2-ethanedithiol/F3B . OEt2 afforded dithioketals 14 and 22, which were respectively reduced to (S)-1,8-dihydroxy-4-nonanone ethylidenedithioketal 15 and (R)-8-O-benzyl-1,8-dihydroxy-4-nonanone ethylidenedithioketal 23. Finally, deprotection of 15 by catalytic hydrogenation under acidic conditions gave the expected (5S,7S)-(-)-7-methy1-1,6-dioxaspiro[4.5]decane 1. The (5R,7R)-(+)-1 enantiomer was analogously prepared fi om 23. Both compounds were formed by this procedure with an e.e. of 91%. (C) 2001 Elsevier Science Ltd. All rights reserved.
• VOLATILE BLENDS AND THE EFFECTS THEREOF ON THE NAVEL ORANGEWORM MOTH
  申请人：The United States of America, as represented by the Secretary of Agriculture

  公开号：US20160066576A1

  公开（公告）日：2016-03-10

  The present invention relates to formulations of volatile organic compounds having effects on the navel orangeworm moth (NOW). In some embodiments, the blends of volatile organic compounds attract navel orangeworm moths. In other embodiments, the blends disrupt ovipositional activity of the female NOW. The invention also relates to traps baited with any one or more of the disclosed volatile blends, which are effective for controlling NOW.
• US9220261B1
  申请人：——

  公开号：US9220261B1

  公开（公告）日：2015-12-29
• US9655366B2
  申请人：——

  公开号：US9655366B2

  公开（公告）日：2017-05-23
• Hasegawa, Toru; Kamada, Atsushi; Mori, Kenji, Bioscience, Biotechnology and Biochemistry, 1992, vol. 56, # 5, p. 838 - 839
  作者：Hasegawa, Toru、Kamada, Atsushi、Mori, Kenji

  DOI：——

  日期：——