tert-butyl (2S,4'S,5'S)-2-[5-(benzyloxycarbonylamino)-1-hydroxy-7-methyl-4-octylamino]-3-phenylpropanoate | 1227183-27-8

• 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: tert-butyl (2S,4'S,5'S)-2-[5-(benzyloxycarbonylamino)-1-hydroxy-7-methyl-4-octylamino]-3-phenylpropanoate
• CAS: 1227183-27-8
• 化学式: C₃₀H₄₄N₂O₅
• 分子量: 512.69
• InChiKey: QOBJTZPFZPBGBE-QKDODKLFSA-N

反应信息

• 作为产物：
  描述：

  tert-butyl (2S,5'S)-2-[5-(benzyloxycarbonylamino)-7-methyloct-1-en-4-ylamino]-3-phenylpropanoate 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29%的产率得到tert-butyl (2S,4'R,5'S)-2-[5-(benzyloxycarbonylamino)-1-hydroxy-7-methyl-4-octylamino]-3-phenylpropanoate
  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