1,2-双[羟甲基]-1-环己烯二甲酸酯 | 756753-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 中文名称: 1,2-双[羟甲基]-1-环己烯二甲酸酯
• 英文名称: 3-ethyl-3-methyl-oxiranecarboxylic acid
• 英文别名: 2,3-epoxy-3-methyl-valeric acid；2,3-Epoxy-3-methyl-valeriansaeure；β-Ethyl-β-methylglycidinsaeure；2,3-Epoxy-3-methylvaleric acid；3-ethyl-3-methyloxirane-2-carboxylic acid
• CAS: 756753-95-4
• 化学式: C₆H₁₀O₃
• mdl: MFCD19228481
• 分子量: 130.144
• InChiKey: IPSBAMMRDPIZDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,2-双[羟甲基]-1-环己烯二甲酸酯 在 硫酸 作用下， 生成 (2R,3R)-2,3-dihydroxy-3-methylpetanoic acid 、 (2R,3S)-2,3-dihydroxy-3-methylpentanoic acid
  参考文献：
  名称：

  Continuing Studies on the Cyanobacterium Lyngbya sp.: Isolation and Structure Determination of 15-Norlyngbyapeptin A and Lyngbyabellin D

  摘要：

  Re-collections of the cyanobacterium Lyngbya sp. have yielded two more members of the lyngbyapeptin and lyngbyabellin families. The gross structures of 15-norlyngbyapeptin A (1) and lyngbyabellin D (3) were deduced through standard 2D NMR techniques, with the absolute configuration of both elucidated through degradation and comparison with commercially available and synthetic standards. Degradation to the a-amino acid and NOE correlations determined the absolute and relative configuration of the 4-amino-3-hydroxy-5-methylhexanoic acid unit in 3. Lyngbyabellin D (3) displayed an IC50 value of 0.1 mM against the KB cell line.

  DOI：

  10.1021/np030011g
• 作为产物：
  描述：

  3-ethyl-3-methyl-oxiranecarboxylic acid ethyl ester 在 barium dihydroxide 作用下， 以 甲醇 为溶剂， 生成 1,2-双[羟甲基]-1-环己烯二甲酸酯
  参考文献：
  名称：

  Continuing Studies on the Cyanobacterium Lyngbya sp.: Isolation and Structure Determination of 15-Norlyngbyapeptin A and Lyngbyabellin D

  摘要：

  Re-collections of the cyanobacterium Lyngbya sp. have yielded two more members of the lyngbyapeptin and lyngbyabellin families. The gross structures of 15-norlyngbyapeptin A (1) and lyngbyabellin D (3) were deduced through standard 2D NMR techniques, with the absolute configuration of both elucidated through degradation and comparison with commercially available and synthetic standards. Degradation to the a-amino acid and NOE correlations determined the absolute and relative configuration of the 4-amino-3-hydroxy-5-methylhexanoic acid unit in 3. Lyngbyabellin D (3) displayed an IC50 value of 0.1 mM against the KB cell line.

  DOI：

  10.1021/np030011g

文献信息

• Dianions derived from .alpha.-halo acids. The Darzens condensation revisited
  作者：Carl R. Johnson、Thomas R. Bade

  DOI：10.1021/jo00346a013

  日期：1982.3
• Claisen, Chemische Berichte, 1905, vol. 38, p. 706
  作者：Claisen

  DOI：——

  日期：——
• Neustaedter, Monatshefte fur Chemie, 1906, vol. 27, p. 884
  作者：Neustaedter

  DOI：——

  日期：——
• Solvent composition, method of inhibiting the decomposition of 1,1,1-trichloroethane and method of degreasing articles
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0023794B1

  公开（公告）日：1983-03-09
• FUNCTIONALIZED POLYMERS AND IMPROVED TIRES THEREFROM
  申请人：Bridgestone Corporation

  公开号：EP1924608B1

  公开（公告）日：2010-01-27