(S)-2-(((benzyloxy)carbonyl)(4-methoxybenzyl)amino)propanoic acid | 439589-23-8

• 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: (S)-2-(((benzyloxy)carbonyl)(4-methoxybenzyl)amino)propanoic acid
• 英文别名: (S)-2-((benzyloxycarbonyl)(4-methoxybenzyl)amino)propanoic acid；(2S)-2-[(4-methoxyphenyl)methyl-phenylmethoxycarbonylamino]propanoic acid
• CAS: 439589-23-8
• 化学式: C₁₉H₂₁NO₅
• 分子量: 343.379
• InChiKey: HJDPXNQWQIPKGJ-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-2-(((benzyloxy)carbonyl)(4-methoxybenzyl)amino)propanoic acid 在 argon borane methylsulfide 、 硼烷 、 甲醇 、 氯仿 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 (S)-benzyl (1-hydroxypropan-2-yl)(4-methoxybenzyl)carbamate
  参考文献：
  名称：

  OXAZOLIDIN-2-ONE COMPOUNDS AND USES THEREOF

  摘要：

  本发明涉及一种取代了噁唑啉-2-酮的嘧啶化合物，其作为PI3K（磷脂酰肌醇-3-激酶）抑制剂，以及其制药组合物、制造方法和用于治疗依赖于PI3K的情况、疾病和疾病的用途。

  公开号：

  US20130225574A1
• 作为产物：
  描述：

  氯甲酸苄酯 在 盐酸 、 methyloxirane 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 (S)-2-(((benzyloxy)carbonyl)(4-methoxybenzyl)amino)propanoic acid
  参考文献：
  名称：

  General Approach for the Stereocontrolled Construction of the β-Lactam Ring in Amino Acid-Derived 4-Alkyl-4-carboxy-2-azetidinones

  摘要：

  The first general approach toward the asymmetric synthesis of 4-alkyl-4-carboxy-2-azetidinones derived from amino acids is described. The stereoselective construction of the beta-lactam ring was achieved through base-mediated intramolecular cyclization of the corresponding N-alpha-chloroacetyl derivatives bearing (+)- or (-)-10-(N,N-dicyclohexylsulfamoyl)isoborneol as chiral auxiliary (ee up to 82%).

  DOI：

  10.1021/jo025571j

文献信息

• Formation of γ-Lactones through CAN-Mediated Oxidative Cleavage of Hemiketals
  作者：Alexander M. Jacobine、Weimin Lin、Bethany Walls、Charles K. Zercher

  DOI：10.1021/jo801258h

  日期：2008.9.19

  The generation of substituted gamma-lactones can be accomplished through application of a tandem chain extension-aldol reaction, followed by CAN-mediated oxidative cleavage of the aldol product. The oxidative cleavage requires the intermediacy of a hemiketal and the presence of an alpha-heteroatom. Formation of the gamma-lactone through the oxidative cleavage is used to assign stereochemistry of the

  取代的γ-内酯的产生可通过应用串联扩链​​-醛醇缩合反应，然后通过CAN介导的醛醇缩合产物的氧化裂解来完成。氧化裂解需要中间分子和α-杂原子的存在。通过氧化裂解形成γ-内酯可用于指定醛醇缩合反应的立体化学，并用作天然产物菜豆酸家族成员的短合成的最后一步。
• Oxazolidin-2-one compounds and uses thereof
  申请人：Novartis AG

  公开号：US08865894B2

  公开（公告）日：2014-10-21

  The present invention relates to oxazolidin-2-one substituted pyrimidine compounds that act as PI3K (phosphatidylinositol-3-kinase) inhibitors, as well as pharmaceutical compositions thereof, methods for their manufacture and uses for the treatment of conditions, diseases and disorders dependent on PI3K.

  本发明涉及氧杂环丙烷-2-酮取代嘧啶化合物，其作为PI3K（磷脂酰肌醇-3-激酶）抑制剂，以及其制药组合物、制造方法和用于治疗依赖于PI3K的病症、疾病和障碍的用途。
• Stereoselective Formation of a Functionalized Dipeptide Isostere by Zinc Carbenoid-Mediated Chain Extension
  作者：Weimin Lin、Cory R. Theberge、Timothy J. Henderson、Charles K. Zercher、Jerry Jasinski、Ray. J. Butcher

  DOI：10.1021/jo801993k

  日期：2009.1.16

  The application of a zinc carbenoid-mediated chain-extension reaction to a functionalized peptide isostere is reported. The cleavage site of human CVM protease was utilized as a target for testing the synthetic methodology. The utility of this chain-extension reaction is demonstrated in the preparation of an amino acid-derived alpha-unsubstituted gamma-keto ester, which is incorporated into a framework that mimics a tetrapeptide. The identification of a suitable protecting group strategy facilitated the application of a tandem reaction for the incorporation of an alpha-side chain, and the use of an oxazolidinone auxiliary provided excellent diastereocontrol in a tandem chain-extension-aldol reaction. Stereoselectivity of the tandem chain-extension-aldol reaction was determined through application of a CAN-mediated oxidative cleavage reaction.
• OXAZOLIDIN- 2 -ONE COMPOUNDS AND USES THEREOF AS PI3KS INHIBITORS
  申请人：Novartis AG

  公开号：EP2817307A1

  公开（公告）日：2014-12-31
• OXAZOLIDIN-2-ONE COMPOUNDS AND USES THEREOF AS PI3KS INHIBITORS
  申请人：Novartis AG

  公开号：EP2817307B1

  公开（公告）日：2016-07-13