hepta-4,6-diyn-3-ol | 106031-46-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hepta-4,6-diyn-3-ol
• 英文别名: Hepta-4,6-diin-3-ol；4,6-Heptadiyn-3-ol
• CAS: 106031-46-3
• 化学式: C₇H₈O
• 分子量: 108.14
• InChiKey: FWRAKQJZBBSDNE-UHFFFAOYSA-N

物化性质

• 沸点：
  57 °C(Press: 0.05 Torr)
• 密度：
  0.991±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  hepta-4,6-diyn-3-ol 在 Lindlar's catalyst 喹啉 、 lithium aluminium tetrahydride 、 氢气 、 乙基氯化镁 、 copper(l) chloride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 24.0h， 生成 (9Z,12Z,14E)-16-hydroxy-9,12,14-octadecatrienoic acid
  参考文献：
  名称：

  Stereoselective synthesis of hydroxy octadecatrienoic acids. The self defensive substances in rice plant

  摘要：

  DOI：

  10.1016/s0040-4039(00)84508-6
• 作为产物：
  描述：

  1,4-二氯-2-丁炔 在 氨 、 sodium amide 作用下， 生成 hepta-4,6-diyn-3-ol
  参考文献：
  名称：

  Cook et al., Journal of the Chemical Society, 1952, p. 2883,2889

  摘要：

  DOI：

文献信息

• Stereoselective synthesis of conjugated all-trans-tetraenes. Application to the synthesis of β-parinaric acid methyl ester
  作者：Guy Solladié、Chakib Kalaï、Marc Adamy、Françoise Colobert

  DOI：10.1016/s0040-4039(97)01594-3

  日期：1997.9

  in this paper is reported the stereoselective synthesis of all-trans-tetraenes by reductive elimination of 1,8-dibenzoate-2,4,6-trienes with sodium amalgam. The method was applied to the syntheses of 4E, 6E, 8E, 10E-heptatetraene and β—parinaric acid methyl ester.

  本文报道了通过汞齐钠还原消除1,8-二苯甲酸酯-2,4,6-三烯的立体选择性合成全反式四烯的方法。该方法适用于4E，6E，8E，10E-庚二烯和β-二十二烷酸甲酯的合成。
• Synthesis and absolute configurations of the cytotoxic polyacetylenes isolated from the callus of Panax ginseng.
  作者：Yasuo FUJIMOTO、Mitsuru SATOH、Naoki TAKEUCHI、Makoto KIRISAWA

  DOI：10.1248/cpb.38.1447

  日期：——

  Panaxacol (1) and dihydropanaxacol (2), cytotoxic polyacetylenes isolated from the callus of Panax ginseng, were synthesized starting from D-(-)-diethyl tartrate. The absolute configuration of 1 was determined to be 9R, 10R and the absolute configuration at C-3 of 2 was tentatively assigned as 3S by the application of the R(+)-alpha-methoxy-alpha-(trifluoro methyl)phenylacetyl (MTPA) method.

  从人参愈伤组织中分离出的具有细胞毒性的聚乙炔，人参醇（1）和二氢人参醇（2）从酒石酸D-（-）-二乙酯开始合成。通过应用R（+）-α-甲氧基-α-（三氟甲基）苯乙酰基（MTPA），确定1的绝对构型为9R，10R，并将C-3为2的绝对构型暂定为3S。 ） 方法。
• Stereoselective synthesis of unsaturated C-18 hydroxy fatty acids the self defensive substances
  作者：A.V.Rama Rao、E.Rajarathnam Reddy、A.V. Purandare、Ch.V.N.S. Varaprasad

  DOI：10.1016/s0040-4020(01)90314-x

  日期：1987.1
• Total synthesis and absolute stereochemistry of (9R,10S)-epoxyheptadecan-4,6-diyn-3-one, a diacylglycerol acyltransferase inhibitor from Panax ginseng
  作者：Jung-Hoon Oh、Hyun Sun Lee、Mun-Chual Rho、Young Kook Kim、Hyeong Kyu Lee、Woo Song Lee、Jae Nyoung Kim、Sangku Lee、Sang-Hun Jung

  DOI：10.1016/j.tetlet.2004.07.153

  日期：2004.9

  Asymmetric synthesis of four possible stereoisomers of (9,10) -epoxyheptadecan-4,6-diyn-3-one was accomplished, and the absolute configuration of the naturally occurring (9R,10S)-epoxyheptadecan-4,6-diyn-3-one (1) was elucidated. (C) 2004 Elsevier Ltd. All rights reserved.
• Regioselective Trapping of Terminal Di-, Tri-, and Tetraynes with Benzyl Azide
  作者：Thanh Luu、Robert McDonald、Rik R. Tykwinski

  DOI：10.1021/ol062522a

  日期：2006.12.1

  The reaction of benzyl azide with terminal di-, tri-, and tetraynes appended with a range of functional groups has been explored. Standard reaction conditions for BnN3 catalyzed by CuSO(4)(.)5H(2)O gave alkynyl, butadiynyl, and hexatriynyl triazoles in moderate to good yields. The reaction proceeds regioselectively as determined by the X-ray crystallographic analysis of three derivatives (1c, 1d, and 3c), and no evidence of multiple azide addition to the polyyne framework is observed.