(S)-tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-2-(diphenylmethyleneamino)propanoate | 1207604-27-0

• 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)-tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-2-(diphenylmethyleneamino)propanoate
• CAS: 1207604-27-0
• 化学式: C₂₈H₂₅F₆NO₂
• 分子量: 521.502
• InChiKey: PHKXCMHGPHSWIM-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.51
• 重原子数：
  37.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.66
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-2-(diphenylmethyleneamino)propanoate 在 水 、 柠檬酸 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 以100%的产率得到(S)-tert-butyl 2-amino-3-(3,5-bis(trifluoromethyl)phenyl)propanoate
  参考文献：
  名称：

  Incorporation of Fluorinated Phenylalanine Generates Highly Specific Inhibitor of Proteasome’s Chymotrypsin-like Sites

  摘要：

  Proteasomal processing is conducted by three individual catalytic subunits, namely beta 1, beta 2, and beta 5. Subunit-specific inhibitors are useful tools In dissecting the role of these individual Subunits and are leads toward the development of antitumor agents. We here report that the presence of fluorinated phenyl-alanine derivatives in peptide based proteasome inhibitors has a profound effect on inhibitor potency and selectivity, Specifically, compound 4a emerges as one of the most beta 5 specific inhibitors known to date.

  DOI：

  10.1021/jm9015685
• 作为产物：
  描述：

  N-二苯亚甲基-甘氨酸叔丁酯 、 3,5-双三氟甲基苄基溴 在 2,7-bis[9-O-allylhydrocinchonidinium-N-methyl]naphthalene dibromide 、 potassium hydroxide 作用下， 以 氯仿 、 水 、 甲苯 为溶剂， 反应 84.0h， 以100%的产率得到(S)-tert-butyl 3-(3,5-bis(trifluoromethyl)phenyl)-2-(diphenylmethyleneamino)propanoate
  参考文献：
  名称：

  Incorporation of Fluorinated Phenylalanine Generates Highly Specific Inhibitor of Proteasome’s Chymotrypsin-like Sites

  摘要：

  Proteasomal processing is conducted by three individual catalytic subunits, namely beta 1, beta 2, and beta 5. Subunit-specific inhibitors are useful tools In dissecting the role of these individual Subunits and are leads toward the development of antitumor agents. We here report that the presence of fluorinated phenyl-alanine derivatives in peptide based proteasome inhibitors has a profound effect on inhibitor potency and selectivity, Specifically, compound 4a emerges as one of the most beta 5 specific inhibitors known to date.

  DOI：

  10.1021/jm9015685

文献信息

• Development of <i>C</i>₂-Symmetric Chiral Spirocyclic Phase-Transfer Catalysts: Synthesis and Application to Asymmetric Alkylation of Glycinate Schiff Base
  作者：Changming Xu、Yinsheng Qi、Xinshuang Yang、Xiangfan Li、Zhenpeng Li、Lei Bai

  DOI：10.1021/acs.orglett.1c00535

  日期：2021.4.16

  A class of C2-symmetric chiral spirocyclic phase-transfer catalysts based on tetramethyl-1,1′-spirobiindane scaffold was synthesized from commercially available bisphenol A in 12 steps with 22–25% total yields, which features a more rigid and stable backbone and smaller dihedral angles and can be easily modified. These catalysts show high catalytic performance in the asymmetric alkylation of tert-butyl

  由市售双酚A分十二步合成基于四甲基-1,1'-螺双茚满骨架的一类C 2对称手性螺环相转移催化剂，其总收率为22–25％，具有更刚性和稳定的骨架和较小的二面角，并且可以轻松修改。这些催化剂在甘氨酸叔丁酸叔丁酯席夫碱的不对称烷基化中仅在2 mol％的催化剂负载下显示出高催化性能，从而使目标产物的收率高达92％，ee高达98％。