(4R,5S,4'S,5'R,1''S,2''S)-4,5-dihydro-2-(1''-tertbutyloxycarbonylamino-2''-methyl-1''-butyl)-4-[(1',5'-dimethyl-4'-phenylimidazolidin-2'-on-3'-yl)carbonyl]-5-methyloxazole | 272113-86-7

• 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: (4R,5S,4'S,5'R,1''S,2''S)-4,5-dihydro-2-(1''-tertbutyloxycarbonylamino-2''-methyl-1''-butyl)-4-[(1',5'-dimethyl-4'-phenylimidazolidin-2'-on-3'-yl)carbonyl]-5-methyloxazole
• 英文别名: (4R,5S,4'S,5'R,1"S,2"S)-4,5-dihydro-2-(1"-tertbutyloxycarbonylamino-2"-methyl-1"-butyl)-4-[(1',5'-dimethyl-4'-phenylimidazolidin-2'-on-3'-yl)carbonyl]-5-methyloxazole
• CAS: 272113-86-7
• 化学式: C₂₆H₃₈N₄O₅
• 分子量: 486.612
• InChiKey: OCCSHXRXZMLSTQ-ICLLYECISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.14
• 重原子数：
  35.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  100.54
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (4R,5S,4'S,5'R,1''S,2''S)-4,5-dihydro-2-(1''-tertbutyloxycarbonylamino-2''-methyl-1''-butyl)-4-[(1',5'-dimethyl-4'-phenylimidazolidin-2'-on-3'-yl)carbonyl]-5-methyloxazole 在 盐酸 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 4.0h， 生成 (4R,5S,2'S,3'R)-1,5-dimethyl-3-(2'-BOCisoleucylamino-3'-hydroxybutanoyl)-4-phenylimidazolidin-2-one
  参考文献：
  名称：

  A New Selective Synthesis of the Ile-allo-Thr-Gly Tripeptide Fragment of Lysobactin

  摘要：

  trans-Aziridine-2-carboxylic acid derivatives are useful intermediates for the synthesis of threonine or allo-threonine through ring expansion and S(N)2 displacement, respectively. We describe here the preparation of the Ile-allo-Thr-Gly 11 fragment of Lysobactin via the aziridine 9 intermediate.

  DOI：

  10.1021/ol005659o
• 作为产物：
  描述：

  (4R,5S,2'S,3'R)-1,5-dimethyl-3-[(1'-BOCisoleucyl-3'-methyl-2'-azyridinyl)carbonyl]-4-phenylimidazolidin-2-one 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到(4R,5S,4'S,5'R,1''S,2''S)-4,5-dihydro-2-(1''-tertbutyloxycarbonylamino-2''-methyl-1''-butyl)-4-[(1',5'-dimethyl-4'-phenylimidazolidin-2'-on-3'-yl)carbonyl]-5-methyloxazole
  参考文献：
  名称：

  A New Selective Synthesis of the Ile-allo-Thr-Gly Tripeptide Fragment of Lysobactin

  摘要：

  trans-Aziridine-2-carboxylic acid derivatives are useful intermediates for the synthesis of threonine or allo-threonine through ring expansion and S(N)2 displacement, respectively. We describe here the preparation of the Ile-allo-Thr-Gly 11 fragment of Lysobactin via the aziridine 9 intermediate.

  DOI：

  10.1021/ol005659o