cyclo(Ser-Phe) | 57287-86-2

• 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: cyclo(Ser-Phe)
• 英文别名: 3-benzyl-6-hydroxymethyl-piperazine-2,5-dione；3-Benzyl-6-hydroxymethyl-piperazin-2,5-dion；2,5-Piperazinedione, 3-(hydroxymethyl)-6-(phenylmethyl)-；3-benzyl-6-(hydroxymethyl)piperazine-2,5-dione
• CAS: 57287-86-2
• 化学式: C₁₂H₁₄N₂O₃
• 分子量: 234.255
• InChiKey: WIJKWEYCUNYTGY-UHFFFAOYSA-N

物化性质

• 沸点：
  595.7±35.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ammonium hydroxide 、 cyclo(Ser-Phe) 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Bergmann; Miekeley, Justus Liebigs Annalen der Chemie, 1927, vol. 458, p. 66

  摘要：

  DOI：
• 作为产物：
  描述：

  N-[(苄氧基)羰基]-L-苯丙氨酰-L-丝氨酸甲酯 在 palladium on activated charcoal 甲酸铵 作用下， 以 甲苯 为溶剂， 反应 5.0h， 生成 Phenylalanylserine methyl ester 、 cyclo(Ser-Phe)
  参考文献：
  名称：

  Rapid microwave-assisted deprotection of N-Cbz and N-Bn derivatives

  摘要：

  Catalytic-transfer hydrogenation in ifo-propanol under microwave irradiation has been performed to rapidly deprotect N-Cbz and N-Bn derivatives. The method is particularly suitable for the synthesis of short peptides and can also be carried out on supported molecules. The rapid cleavage of chiral molecules derived from (S)-1-phenylethylamine can be very useful for asymmetric synthesis of nitrogen containing compounds. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00969-8

文献信息

• Bergmann; Miekeley, Justus Liebigs Annalen der Chemie, 1927, vol. 458, p. 66
  作者：Bergmann、Miekeley

  DOI：——

  日期：——
• Rapid microwave-assisted deprotection of N-Cbz and N-Bn derivatives
  作者：Maria Caterina Daga、Maurizio Taddei、Greta Varchi

  DOI：10.1016/s0040-4039(01)00969-8

  日期：2001.7

  Catalytic-transfer hydrogenation in ifo-propanol under microwave irradiation has been performed to rapidly deprotect N-Cbz and N-Bn derivatives. The method is particularly suitable for the synthesis of short peptides and can also be carried out on supported molecules. The rapid cleavage of chiral molecules derived from (S)-1-phenylethylamine can be very useful for asymmetric synthesis of nitrogen containing compounds. (C) 2001 Elsevier Science Ltd. All rights reserved.