1-乙酰基-5-氧代-L-脯氨酰氯 | 105425-26-1

• 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: 1-乙酰基-5-氧代-L-脯氨酰氯
• 英文名称: (S)-1-acetyl-5-oxopyrrolidine-2-carbonyl chloride
• 英文别名: (S)-N-acetylpyroglutamoyl chloride；1-Acetyl-5-oxo-L-prolyl chloride；(2S)-1-acetyl-5-oxopyrrolidine-2-carbonyl chloride
• CAS: 105425-26-1
• 化学式: C₇H₈ClNO₃
• 分子量: 189.598
• InChiKey: YRSMHWPJXBGWBL-YFKPBYRVSA-N

物化性质

• 沸点：
  320.5±35.0 °C(Predicted)
• 密度：
  1.418±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  54.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-乙酰基-5-氧代-L-脯氨酰氯 在 ammonium hydroxide 、 silver(l) oxide 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 methyl (S)-5-oxo-2-pyrrolidineacetate
  参考文献：
  名称：

  Synthesis of 2-Oxa and 2-Aza Analogs of Pyrrolizidine-3,5-diones (Lukes-Sorm Dilactam)

  摘要：

  The synthesis of 2-oxa and 2-aza analogs of pyrrolizidine-3,5-dione (Lukes-Sorm dilactam), which has amnesia reversal activity, is reported. Optically active (+)-2-oxa and (+)-2-aza analogs [(+)-2 and (+)-3] and racemic 2-aza analog and its 1-methoxycarbonyl derivatives [(+)-3 and (+)-13 and -14] were prepared from (-)-S-pyroglutamic acid and succinimide, respectively.

  DOI：

  10.3987/com-91-s56
• 作为产物：
  描述：

  acetic S-1-acetylpyroglutamic anhydride 在 氯化亚砜 、 水 作用下， 反应 2.42h， 生成 1-乙酰基-5-氧代-L-脯氨酰氯
  参考文献：
  名称：

  Synthesis of 2-Oxa and 2-Aza Analogs of Pyrrolizidine-3,5-diones (Lukes-Sorm Dilactam)

  摘要：

  The synthesis of 2-oxa and 2-aza analogs of pyrrolizidine-3,5-dione (Lukes-Sorm dilactam), which has amnesia reversal activity, is reported. Optically active (+)-2-oxa and (+)-2-aza analogs [(+)-2 and (+)-3] and racemic 2-aza analog and its 1-methoxycarbonyl derivatives [(+)-3 and (+)-13 and -14] were prepared from (-)-S-pyroglutamic acid and succinimide, respectively.

  DOI：

  10.3987/com-91-s56

文献信息

• Sequential Acylation/Silylation/Hetero‐Claisen Rearrangement of Nitroalkanes for the Synthesis of Protected Hydroxyoxime Derivatives
  作者：Yulia A. Antonova、Sema L. Ioffe、Alexey Yu. Sukhorukov、Andrey A. Tabolin

  DOI：10.1002/ejoc.202100469

  日期：2021.6.14

  One-pot acylation-silylation sequence was developed for the synthesis of protected hydroxyoximes from aliphatic nitro compounds. Procedure is characterized by wide substrate scope for nitro compounds, acylating and silylating agents.

  开发了一锅酰化-甲硅烷基化序列，用于从脂肪族硝基化合物合成受保护的羟基肟。该程序的特点是硝基化合物、酰化剂和甲硅烷基化剂的底物范围广泛。
• THIADIAZOLE DERIVATIVES FOR THE TREATMENT OF NEURODEGENERATIVE DISEASES
  申请人：GRIFFIOEN Gerard

  公开号：US20090054410A1

  公开（公告）日：2009-02-26

  This invention provides specifically substituted 1,2,4-thiadiazole derivatives for use in the treatment of an α-synucleopathy such as Parkinson's disease, diffuse Lewy body disease, traumatic brain injury, amyotrophic lateral sclerosis, Niemann-Pick disease, Hallervorden-Spatz syndrome, Down syndrome, neuroaxonal dystrophy, multiple system atrophy and Alzheimer's disease. This invention also provides various methods for producing such substituted 1,2,4-thiadiazole derivatives.
• US8541406B2
  申请人：——

  公开号：US8541406B2

  公开（公告）日：2013-09-24
• Synthesis of 2-Oxa and 2-Aza Analogs of Pyrrolizidine-3,5-diones (Lukes-Sorm Dilactam)
  作者：Tatsuo Nagasaka、Rie Hakamada、Shin-ichi Kunii、Fumiko Hamaguchi

  DOI：10.3987/com-91-s56

  日期：——

  The synthesis of 2-oxa and 2-aza analogs of pyrrolizidine-3,5-dione (Lukes-Sorm dilactam), which has amnesia reversal activity, is reported. Optically active (+)-2-oxa and (+)-2-aza analogs [(+)-2 and (+)-3] and racemic 2-aza analog and its 1-methoxycarbonyl derivatives [(+)-3 and (+)-13 and -14] were prepared from (-)-S-pyroglutamic acid and succinimide, respectively.