N-((Z)-(1R,2R)-2-Hydroxy-1-hydroxymethyl-tridec-6-enyl)-acetamide | 288322-55-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-((Z)-(1R,2R)-2-Hydroxy-1-hydroxymethyl-tridec-6-enyl)-acetamide
• 英文别名: N-[(Z,2R,3R)-1,3-dihydroxytetradec-7-en-2-yl]acetamide
• CAS: 288322-55-4
• 化学式: C₁₆H₃₁NO₃
• 分子量: 285.427
• InChiKey: YCTILVIQJDIGQT-NKIGNDQYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-((Z)-(1R,2R)-2-Hydroxy-1-hydroxymethyl-tridec-6-enyl)-acetamide 在 吡啶 作用下， 以 四氯化碳 为溶剂， 反应 48.0h， 生成 (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (Z)-(R)-1-[(R)-1-acetylamino-2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-dodec-5-enyl ester
  参考文献：
  名称：

  (2R,3R,7Z)-2-Aminotetradec-7-ene-1,3-diol, a New Amino Alcohol from the Caribbean Sponge Haliclona vansoesti

  摘要：

  The Caribbean marine sponge Haliclona vansoesti was found to contain a high amount (5% dry wt) of a new analogue of 4-sphingenine, (2R,3R,7Z)-2-aminotetradec-7-ene-1,3-diol (1). Its structure was determined by detailed spectroscopic analysis. The relative configuration was deduced from the NMR data of the corresponding acetonide 5, while the absolute configuration was secured via protection of the primary alcohol and amino groups, and esterification of the secondary alcohol with Mosher's reagent.

  DOI：

  10.1021/np000081c
• 作为产物：
  描述：

  Acetic acid (Z)-(R)-1-((R)-2-acetoxy-1-acetylamino-ethyl)-dodec-5-enyl ester 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以82%的产率得到N-((Z)-(1R,2R)-2-Hydroxy-1-hydroxymethyl-tridec-6-enyl)-acetamide
  参考文献：
  名称：

  (2R,3R,7Z)-2-Aminotetradec-7-ene-1,3-diol, a New Amino Alcohol from the Caribbean Sponge Haliclona vansoesti

  摘要：

  The Caribbean marine sponge Haliclona vansoesti was found to contain a high amount (5% dry wt) of a new analogue of 4-sphingenine, (2R,3R,7Z)-2-aminotetradec-7-ene-1,3-diol (1). Its structure was determined by detailed spectroscopic analysis. The relative configuration was deduced from the NMR data of the corresponding acetonide 5, while the absolute configuration was secured via protection of the primary alcohol and amino groups, and esterification of the secondary alcohol with Mosher's reagent.

  DOI：

  10.1021/np000081c

文献信息

• (2<i>R</i>,3<i>R</i>,7<i>Z</i>)-2-Aminotetradec-7-ene-1,3-diol, a New Amino Alcohol from the Caribbean Sponge <i>Haliclona vansoesti</i>
  作者：C. Devijver、M. Salmoun、D. Daloze、J. C. Braekman、W. H. De Weerdt、M. J. De Kluijver、R. Gomez

  DOI：10.1021/np000081c

  日期：2000.7.1

  The Caribbean marine sponge Haliclona vansoesti was found to contain a high amount (5% dry wt) of a new analogue of 4-sphingenine, (2R,3R,7Z)-2-aminotetradec-7-ene-1,3-diol (1). Its structure was determined by detailed spectroscopic analysis. The relative configuration was deduced from the NMR data of the corresponding acetonide 5, while the absolute configuration was secured via protection of the primary alcohol and amino groups, and esterification of the secondary alcohol with Mosher's reagent.