di-N-phthalimide l-ornithinyl chloride | 70548-27-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: di-N-phthalimide l-ornithinyl chloride
• CAS: 70548-27-5
• 化学式: C₂₁H₁₅ClN₂O₅
• 分子量: 410.813
• InChiKey: OUGLGPQERXOBRZ-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  91.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  di-N-phthalimide l-ornithinyl chloride 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 1.0h， 生成 tetraethyl 2,5-di-N-phthalimide-1-hydroxypentylidene-1,1-bisphosphonate
  参考文献：
  名称：

  α-AMINO ACID DERIVED BISPHOSPHONATES. SYNTHESIS AND ANTI-RESORFTIVE ACTIVITY

  摘要：

  Eleven new bisphosphonates were prepared from naturally-occurring I-amino acids. The synthesis required special attention to amino and side-chain protections. The novel compounds were tested in TPTX (thyroparathyroidectomized) rats against arotinoid-induced hypercalcemia and were compared to alendronate. Most of the compounds showed moderate to no anti-resorptive activity. Two compounds were more active than clodronate, but less than alendronate. Limited SAR conclusions were drawn.

  DOI：

  10.1080/10426500108045257
• 作为产物：
  描述：

  di-N-phthalimide l-ornithine 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以92%的产率得到di-N-phthalimide l-ornithinyl chloride
  参考文献：
  名称：

  α-AMINO ACID DERIVED BISPHOSPHONATES. SYNTHESIS AND ANTI-RESORFTIVE ACTIVITY

  摘要：

  Eleven new bisphosphonates were prepared from naturally-occurring I-amino acids. The synthesis required special attention to amino and side-chain protections. The novel compounds were tested in TPTX (thyroparathyroidectomized) rats against arotinoid-induced hypercalcemia and were compared to alendronate. Most of the compounds showed moderate to no anti-resorptive activity. Two compounds were more active than clodronate, but less than alendronate. Limited SAR conclusions were drawn.

  DOI：

  10.1080/10426500108045257

文献信息

• Sulfonamide-Promoted Palladium(II)-Catalyzed Alkylation of Unactivated Methylene C(sp³)H Bonds with Alkyl Iodides
  作者：Kai Chen、Bing-Feng Shi

  DOI：10.1002/anie.201407848

  日期：2014.10.27

  The alkylation of unactivated β‐methylene C(sp3)H bonds of α‐amino acid substrates with a broad range of alkyl iodides using Pd(OAc)2 as the catalyst is described. The addition of NaOCN and 4‐Cl‐C6H4SO2NH2 was found to be crucial for the success of this transformation. The reaction is compatible with a diverse array of functional groups and proceeds with high diastereoselectivity. Furthermore, various

  描述了使用Pd（OAc）2作为催化剂，将α-氨基酸底物的未活化β-亚甲基C（sp 3）H键与多种烷基碘进行烷基化。发现添加NaOCN和4-Cl-C 6 H 4 SO 2 NH 2对于该转化成功至关重要。该反应与各种各样的官能团相容，并且以非对映选择性高的方式进行。此外，通过顺序C（sp 3）制备了各种β，β-杂二烷基和β-烷基-β-芳基-α-氨基酸丙氨酸衍生底物的H功能化，从而为非天然β-二取代α-氨基酸的立体选择性合成提供了一种通用策略。