(1R,2S,4S)-(+)-1-dicyclohexylsulfamoylmethyl-7,7-dimethylbicyclo<2.2.1>hept-2-yl hexadecanoate | 172477-07-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,2S,4S)-(+)-1-dicyclohexylsulfamoylmethyl-7,7-dimethylbicyclo<2.2.1>hept-2-yl hexadecanoate
• 英文别名: [(1R,2S,4S)-1-(dicyclohexylsulfamoylmethyl)-7,7-dimethyl-2-bicyclo[2.2.1]heptanyl] hexadecanoate
• CAS: 172477-07-5
• 化学式: C₃₈H₆₉NO₄S
• 分子量: 636.036
• InChiKey: ZJEGEOCNBOBKLT-INIOENKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  44
• 可旋转键数：
  21
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,2S,4S)-(+)-1-dicyclohexylsulfamoylmethyl-7,7-dimethylbicyclo<2.2.1>hept-2-yl hexadecanoate 在 sodium tetrahydroborate 、 N-溴代丁二酰亚胺(NBS) 、 三甲基氯硅烷 、 calcium chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 (R)-(+)-2-bromo-1-hexadecanol
  参考文献：
  名称：

  Synthesis and configurational assignment of (R) and (S)-2-bromohexadecanoic acids

  摘要：

  Synthesis of bath enantiomers of 2-bromohexadecanoic acid is described by diastereoselective bromination of esters (+)- and (-)-3 followed by removal of the chiral auxiliary. The absolute configuration of the acids is confirmed by an independent chemical synthesis from chiral pool precursors.

  DOI：

  10.1016/0957-4166(95)00305-9
• 作为产物：
  描述：

  N,N-二环己基-1-[(1S,2R,4R)-2-羟基-7,7-二甲基双环[2.2.1]庚-1-基]甲烷磺酰胺 、 棕榈酰氯 在 silver cyanide 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以97%的产率得到(1R,2S,4S)-(+)-1-dicyclohexylsulfamoylmethyl-7,7-dimethylbicyclo<2.2.1>hept-2-yl hexadecanoate
  参考文献：
  名称：

  Synthesis and configurational assignment of (R) and (S)-2-bromohexadecanoic acids

  摘要：

  Synthesis of bath enantiomers of 2-bromohexadecanoic acid is described by diastereoselective bromination of esters (+)- and (-)-3 followed by removal of the chiral auxiliary. The absolute configuration of the acids is confirmed by an independent chemical synthesis from chiral pool precursors.

  DOI：

  10.1016/0957-4166(95)00305-9

文献信息

• Synthesis and configurational assignment of (R) and (S)-2-bromohexadecanoic acids
  作者：David Hernanz、Francisco Camps、Angel Guerrero、Antonio Delgado

  DOI：10.1016/0957-4166(95)00305-9

  日期：1995.9

  Synthesis of bath enantiomers of 2-bromohexadecanoic acid is described by diastereoselective bromination of esters (+)- and (-)-3 followed by removal of the chiral auxiliary. The absolute configuration of the acids is confirmed by an independent chemical synthesis from chiral pool precursors.