tert-butyl (3S,4S,2'S)-4-[1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propylamino]-7-hydroxy-2-methyl-3-heptylcarbamate | 1227183-19-8

• 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: tert-butyl (3S,4S,2'S)-4-[1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propylamino]-7-hydroxy-2-methyl-3-heptylcarbamate
• CAS: 1227183-19-8
• 化学式: C₂₈H₅₂N₂O₄Si
• 分子量: 508.817
• InChiKey: KLOXUNWHDDYFLQ-SDHOMARFSA-N

反应信息

• 作为产物：
  描述：

  tert-butyl (3S,4S,2'S)-4-[1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propylamino]-2-methylhept-6-en-3-ylcarbamate 在 9-硼双环[3.3.1]壬烷 、 双氧水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以83%的产率得到tert-butyl (3S,4S,2'S)-4-[1-(tert-butyldimethylsilyloxy)-3-phenyl-2-propylamino]-7-hydroxy-2-methyl-3-heptylcarbamate
  参考文献：
  名称：

  Addition of allylzinc to α-amino acid-derived imines: synthesis of diamino alcohols by hydroboration

  摘要：

  Imines obtained by condensation of Z-protected or Boc-protected alpha-amino aldehydes with alpha-amino tert-butyl esters or with O-silyl-protected amino alcohols were reacted with preformed allyl zinc yielding homoallylamines with yields around 50% and selectivities ranging from 50: 50 to 90: 10. Hydroboration of the terminal double bond furnished diamino alcohols with yields up to 97%. The configuration of the substrates was determined by X-ray-crystallographic analysis of a hydroboration product and comparison of physical data.

  DOI：

  10.1007/s00706-009-0239-y