bis(1,1-dimethylethyl) [[(1S,2R)-2-hydroxy-1-(3,3-dimethoxypropyl)heptyl]carbonimidoyl]biscarbamate | 1118608-52-8

• 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: bis(1,1-dimethylethyl) [[(1S,2R)-2-hydroxy-1-(3,3-dimethoxypropyl)heptyl]carbonimidoyl]biscarbamate
• 英文别名: tert-butyl N-[N'-[(4S,5R)-5-hydroxy-1,1-dimethoxydecan-4-yl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate
• CAS: 1118608-52-8
• 化学式: C₂₃H₄₅N₃O₇
• 分子量: 475.626
• InChiKey: CYVODVOOOSWDNX-DLBZAZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  33
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  bis(1,1-dimethylethyl) [[(1S,2R)-2-hydroxy-1-(3,3-dimethoxypropyl)heptyl]carbonimidoyl]biscarbamate 、 三氟乙酸 以 氘代氯仿 为溶剂， 反应 12.0h， 以73%的产率得到(1S,5S,7R)-7-pentyl-6-oxa-2,4-diazabicyclo[3.2.2]nonan-3-imine trifluoroacetate
  参考文献：
  名称：

  Synthesis of (+)- and (−)-Monanchorin

  摘要：

  The optically pure epoxy acetal was converted to the protected guanidino alcohol by reaction with NaN3 in DMF, hydrogenation of the azide, and reaction of the amine with MeSC(NBoc)NHBoc, AgNO3, and Et3N. Treatment of the protected guanidino alcohol with 9:1 CDCl3/TFA afforded monanchorin, whose absolute stereochemistry was assigned as shown.

  DOI：

  10.1021/ol802981h
• 作为产物：
  描述：

  (2R,3R)-2-(3,3-dimethoxypropyl)-3-pentyl-oxirane 、 N,N'-bis-Boc-S-methyl-isothiourea 在 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 silver nitrate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 甲醇 为溶剂， 120.0 ℃ 、344.75 kPa 条件下， 反应 3.0h， 以31%的产率得到bis(1,1-dimethylethyl) [[(1S,2R)-2-hydroxy-1-(3,3-dimethoxypropyl)heptyl]carbonimidoyl]biscarbamate
  参考文献：
  名称：

  Synthesis of (+)- and (−)-Monanchorin

  摘要：

  The optically pure epoxy acetal was converted to the protected guanidino alcohol by reaction with NaN3 in DMF, hydrogenation of the azide, and reaction of the amine with MeSC(NBoc)NHBoc, AgNO3, and Et3N. Treatment of the protected guanidino alcohol with 9:1 CDCl3/TFA afforded monanchorin, whose absolute stereochemistry was assigned as shown.

  DOI：

  10.1021/ol802981h

文献信息

• Synthesis of (+)- and (−)-Monanchorin
  作者：Min Yu、Barry B. Snider

  DOI：10.1021/ol802981h

  日期：2009.2.19

  The optically pure epoxy acetal was converted to the protected guanidino alcohol by reaction with NaN3 in DMF, hydrogenation of the azide, and reaction of the amine with MeSC(NBoc)NHBoc, AgNO3, and Et3N. Treatment of the protected guanidino alcohol with 9:1 CDCl3/TFA afforded monanchorin, whose absolute stereochemistry was assigned as shown.