benzyl N-[(2S,3R,4S)-2-bromo-4-hydroxy-1-[(4-methoxyphenyl)methoxy]-5-[(R)-(4-methylphenyl)sulfinyl]pentan-3-yl]carbamate | 1160482-74-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl N-[(2S,3R,4S)-2-bromo-4-hydroxy-1-[(4-methoxyphenyl)methoxy]-5-[(R)-(4-methylphenyl)sulfinyl]pentan-3-yl]carbamate
• CAS: 1160482-74-5
• 化学式: C₂₈H₃₂BrNO₆S
• 分子量: 590.535
• InChiKey: BHDQMPLPEGGUDK-MVRAMPLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  37
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl N-[(2S,3R,4S)-2-bromo-4-hydroxy-1-[(4-methoxyphenyl)methoxy]-5-[(R)-(4-methylphenyl)sulfinyl]pentan-3-yl]carbamate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 1.5h， 以80%的产率得到
  参考文献：
  名称：

  A Versatile Route to (E)- and (Z)-2-Hydroxy-3,4-unsaturated Disubstituted Sulfilimines and Their Haloamidation Reaction

  摘要：

  alpha-Chloro ynones have been reduced using Noyori's Ru catalyst to furnish alpha-chloro propargylic alcohols with excellent enantioselectivity. These have been used as a common precursor for the preparation of (E)- and (Z)-2-hydroxy-3,4-unsaturated disubstituted sullfilimines. The latter serve as precursors for the highly regio- and stereoselective preparation of bromo carbamates.

  DOI：

  10.1021/jo900569z
• 作为产物：
  描述：

  benzyl N-[[(Z,2S)-2-hydroxy-5-[(4-methoxyphenyl)methoxy]pent-3-enyl]-(4-methylphenyl)-lambda4-sulfanylidene]carbamate 在 N-溴代丁二酰亚胺(NBS) 、 水 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以80%的产率得到benzyl N-[(2S,3R,4S)-2-bromo-4-hydroxy-1-[(4-methoxyphenyl)methoxy]-5-[(R)-(4-methylphenyl)sulfinyl]pentan-3-yl]carbamate
  参考文献：
  名称：

  A Versatile Route to (E)- and (Z)-2-Hydroxy-3,4-unsaturated Disubstituted Sulfilimines and Their Haloamidation Reaction

  摘要：

  alpha-Chloro ynones have been reduced using Noyori's Ru catalyst to furnish alpha-chloro propargylic alcohols with excellent enantioselectivity. These have been used as a common precursor for the preparation of (E)- and (Z)-2-hydroxy-3,4-unsaturated disubstituted sullfilimines. The latter serve as precursors for the highly regio- and stereoselective preparation of bromo carbamates.

  DOI：

  10.1021/jo900569z