1-(N-((Phenylmethoxy)carbonyl)-L-phenylalanyl)-L-proline | 7669-64-9

• 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: 1-(N-((Phenylmethoxy)carbonyl)-L-phenylalanyl)-L-proline
• 英文别名: 1-[3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]pyrrolidine-2-carboxylic acid
• CAS: 7669-64-9
• 化学式: C₂₂H₂₄N₂O₅
• mdl: MFCD00474196
• 分子量: 396.4
• InChiKey: SLQMUASKUOLVIO-UHFFFAOYSA-N

物化性质

• 熔点：
  107-108 °C
• 沸点：
  669.6±55.0 °C(Predicted)
• 密度：
  1.291±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  95.9
• 氢给体数：
  2
• 氢受体数：
  5

文献信息

• Sulfonium compounds, as well as process for producing active esters and amides used for the production of amides
  申请人：SANSHIN KAGAKU KOGYO CO., LTD.

  公开号：EP0331988A1

  公开（公告）日：1989-09-13

  In the present invention an amide represented by the general formula: is produced using a sulfonium salt represented by the general formula: as the starting material, to synthesizing a novel compound, i.e., an active ester represented by the general formula: and further reacting the active ester with a nucleophilic agent represented by the general formula: H-B-Y wherein R1 represents a hydrogen, an alkyl group or a halogen group; R2 and R3, which may be same or different, each represents an alkyl group; X- represents an anion typified by a halogen ion, a perchloric acid ion, a hydrogen sulfuric acid ion, a methylsulfuric acid ion, and a p-toluenesulfonic acid ion; W represents an alkyl group, alkoxy group group, in which R4. represents a halogen, a hydrogen or a methoxy or a Ci - C5 alkyl group substituted with 1 - 3 halogen atoms, an aryl group or a fluorenylmethoxy group, or represents, together with W- C -, an amino acid, a peptide, or a protein group, in which the terminal amino group and the side chain group of the amino acid has or has not a protective group, B represents a substituted or not-substituted imino group, Y represents an organic group or B and Y join together to represent a heterocyclic amine. Alternatively H-BY represents an amino acid in which a proper protective group is or is not introduced into a-carboxyl group and/or side chain, or a peptide or protein in which a proper protective group is or is not introduced into the terminal carboxyl group and/or side chain.

  在本发明中，使用通式为 代表的酰胺作为起始原料，使用通式： 作为起始原料，合成一种新型化合物，即通式： 所代表的活性酯： 并进一步将该活性酯与通式： 所代表的亲核剂反应：H-B-Y 其中 R1 代表氢、烷基或卤素基团；R2 和 R3 可以相同或不同，各自代表烷基；X- 代表卤素离子、高氯酸离子、氢硫酸离子、甲硫 酸离子和对甲苯磺酸离子等类型的阴离子；W 代表烷基、烷氧基和烷烃基团。 其中 R4. 代表卤素、氢或甲氧基或被 1 - 3 个卤素原子取代的 Ci - C5 烷基、芳基或芴甲氧基，或与 W- C - 一起代表氨基酸、肽或蛋白质基团，其中 氨基酸的末端氨基和侧链基团具有或不具有保护基团；B 代表取代或未取代的亚氨基；Y 代表有机基团或 B 和 Y 连接在一起代表杂环胺。或者，H-BY 代表在羧基和/或侧链中引入或未引入适当保护基团的氨基酸，或在末端羧基和/或侧链中引入或未引入适当保护基团的肽或蛋白质。
• p-Hydroxyphenylsulfonium salts and their use in the preparation of esters and amides
  申请人：SANSHIN KAGAKU KOGYO CO., LTD.

  公开号：EP0245662B1

  公开（公告）日：1991-08-07
• US4857656A
  申请人：——

  公开号：US4857656A

  公开（公告）日：1989-08-15
• US5117031A
  申请人：——

  公开号：US5117031A

  公开（公告）日：1992-05-26
• US5216125A
  申请人：——

  公开号：US5216125A

  公开（公告）日：1993-06-01