反式-4-苯基-D-脯氨酸 | 103290-41-1

• 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
• 中文名称: 反式-4-苯基-D-脯氨酸
• 英文名称: (2R,4R)-4-phenylpyrrolidine-2-carboxylic acid
• CAS: 103290-41-1
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: JHHOFXBPLJDHOR-VHSXEESVSA-N

物化性质

• 沸点：
  372.8±42.0 °C(Predicted)
• 密度：
  1.186

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基锂 、 N-<(phenylmethoxy)carbonyl>-4(R)-<<(4-methylphenyl)sulfonyl>oxy>-(S)-proline methyl ester 生成 反式-4-苯基-D-脯氨酸 、 顺式-4-苯基-L-脯氨酸
  参考文献：
  名称：

  Lithium diphenylcuprate reactions with 4-tosyloxy-L-prolines; an interesting stereochemical outcome

  摘要：

  DOI：

  10.1016/s0040-4039(00)83964-7

文献信息

• Process for preparing (trans)-4-substituted-DL-proline derivatives
  申请人：E.R. SQUIBB & SONS, INC.

  公开号：EP0379063A2

  公开（公告）日：1990-07-25

  A process is provided for preparing (trans)-4-phenyl-DL-proline derivatives, which are useful in preparing certain angiotensin converting enzyme inhibitors, which process involves reacting an ester of the structure wherein X is a leaving group such as tosylate, R³ is lower alkyl, R is cyclohexyl, phenyl or substituted phenyl, and R1a is a protecting group, with a potassium amide base such as potassium hexamethyldisilazide under reduced temperatures to form the trans-4-substituted proline ester derivative of the structure then hydrolyzing the proline ester to the acid of the structure and removing the R1a nitrogen protecting group to form the unprotected acid of the structure

  本发明提供了一种制备(反式)-4-苯基-DL-脯氨酸衍生物的工艺，该衍生物可用于制备某些血管紧张素转换酶抑制剂。 其中 X 是离去基团如甲苯磺酸盐，R³ 是低级烷基，R 是环己基、苯基或取代苯基，R1a 是保护基团，在还原温度下与酰胺基钾如六甲基二硅氮化钾反应，形成结构为反式-4-取代的脯氨酸酯衍生物 然后将脯氨酸酯水解为结构式的酸 去除 R1a 氮保护基团，形成未受保护的结构酸
• Modulation of structured polypeptide specificity
  申请人：BicycleRD Limited

  公开号：US10800813B2

  公开（公告）日：2020-10-13

  The invention describes peptide ligands specific for human plasma Kallikrein.

  本发明描述了人血浆 Kallikrein 的特异性肽配体。
• BETA-HAIRPIN PEPTIDOMIMETICS
  申请人：Obrecht Daniel

  公开号：US20120135942A1

  公开（公告）日：2012-05-31

  β-Hairpin peptidomimetics of the general formula Cyclo(-Xaa 1 -Xaa 2 -Xaa 3 -Cys 4 -Xaa 5 -Xaa 6 -Xaa 7 -Xaa 8 -Arg 9 -Tyr 10 -Cys 11 -Xaa 12 -Xaa 13 -Xaa 14 -Xaa 15 -Xaa 16 -), disulfide bond between Cys 4 and Cys11, and pharmaceutically acceptable salts thereof, with Xaa 1 , Xaa 2 , Xaa 3 , Xaa 5 , Xaa 6 , Xaa 7 , Xaa 8 , Xaa 12 , Xaa 13 , Xaa 14 , Xaa 15 and Xaa 16 being amino acid residues of certain types which are defined in the description and the claims, have CXCR4 antagonizing properties and can be used for preventing HIV infections in healthy individuals or for slowing and halting viral progression in infected patients; or where cancer is mediated or resulting from CXCR4 receptor activity; or where immunological diseases are mediated or resulting from CXCR4 receptor activity; or for treating immunosuppression; or during apheresis collections of peripheral blood stem cells and/or as agents to induce mobilization of stem cells to regulate tissue repair. These peptides can be manufactured by a process which is based on a mixed solid- and solution phase synthetic strategy.
• MODULATION OF STRUCTURED POLYPEPTIDE SPECIFICITY
  申请人：BicycleRD Limited

  公开号：US20210122786A1

  公开（公告）日：2021-04-29

  The invention describes peptide ligands specific for human plasma Kallikrein.
• US4937355A
  申请人：——

  公开号：US4937355A

  公开（公告）日：1990-06-26