(2S,3S)-2-amino-3-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pentan-1-one

• 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: (2S,3S)-2-amino-3-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pentan-1-one
• 英文别名: (2S,3S)-2-amino-3-methyl-1-(3,3,4,4-tetrafluoropyrrolidin-1-yl)pentan-1-one
• 化学式: C₁₀H₁₆F₄N₂O
• 分子量: 256.243
• InChiKey: ZLUHUCLRWZBMIS-BQBZGAKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  [(1S,2S)-2-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidine-1-carbonyl)-butyl]-carbamic acid tert-butyl ester 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 0.77h， 以76%的产率得到(2S,3S)-2-amino-3-methyl-1-(3,3,4,4-tetrafluoro-pyrrolidin-1-yl)-pentan-1-one
  参考文献：
  名称：

  [EN] FLOURINATED CYCLIC AMIDES AS DIPEPTIDYL PEPTIDASE IV INHIBITORS
  [FR] AMIDES CYCLIQUES FLUORES UTILISES COMME INHIBITEURS DE LA DIPEPTIDYL PEPTIDASE IV

  摘要：

  公开号：

  WO2003101958A3

文献信息

• Synthesis of 3,3,4,4-tetrafluoropyrrolidine and novel dipeptidyl peptidase-IV inhibitor compounds
  申请人：Pfizer Inc.

  公开号：US20040002609A1

  公开（公告）日：2004-01-01

  The present invention relates to a method of making novel dipeptidyl peptidase-IV (“DPP-IV’) inhibitor compounds useful for treating, inter alia, diseases that are associated with proteins that are subject to processing by DPP-IV, such as Type 2 diabetes mellitus, metabolic syndrome (Syndrome X or insulin resistance syndrome), hyperglycemia, impaired glucose tolerance, glucosuria, metabolic acidosis, cataracts, diabetic neuropathy, diabetic nephropathy, diabetic retinopathy, diabetic cardiomyopathy, Type 1 diabetes, obesity, hypertension, hyperlipidemia, atherosclerosis, osteoporosis, osteopenia, frailty, bone loss, bone fracture, acute coronary syndrome, infertility due to polycystic ovary syndrome, short bowel syndrome and to prevent disease progression in Type 2 diabetes. The invention also relates to a method of making 3,3,4,4-tetrafluoropyrrolidine, a starting material utilized in the afore-mentioned method for preparing DPP-IV compounds.

  本发明涉及一种制备新型二肽基肽酶-IV（“DPP-IV”）抑制剂化合物的方法，用于治疗与DPP-IV加工相关的疾病，例如2型糖尿病、代谢综合征（X综合征或胰岛素抵抗综合征）、高血糖、糖耐量受损、糖尿病性糖尿、代谢性酸中毒、白内障、糖尿病性神经病变、糖尿病性肾病、糖尿病性视网膜病变、糖尿病性心肌病、1型糖尿病、肥胖、高血压、高脂血症、动脉粥样硬化、骨质疏松症、骨质疏松、虚弱、骨质流失、骨折、急性冠状动脉综合征、多囊卵巢综合征导致的不孕症、短肠综合征以及预防2型糖尿病疾病进展的方法。本发明还涉及一种制备3,3,4,4-四氟吡咯烷二的方法，该方法是制备DPP-IV化合物中所使用的起始材料。
• Enhancement of growth hormone levels with a dipeptidyl peptidase IV inhibitor and a growth hormone secretagogue
  申请人：Hogenhuis Wladimir

  公开号：US20070123470A1

  公开（公告）日：2007-05-31

  The present invention is directed to methods for increasing levels of endogenous growth hormone in a mammal by the administration of a combination of a dipeptidyl peptidase IV (DP-IV) inhibitor and a growth hormone secretagogue.
• US6710040B1
  申请人：——

  公开号：US6710040B1

  公开（公告）日：2004-03-23
• US6812350B2
  申请人：——

  公开号：US6812350B2

  公开（公告）日：2004-11-02
• [EN] SYNTHESIS OF 3, 3, 4, 4-TETRAFLUOROPYRROLIDINE AND NOVEL DIPEPTIDYL PEPTIDASE-IV INHIBITOR<br/>[FR] SYNTHESE DE 3,3,4,4-TETRAFLUOROPYRROLIDINE ET NOUVEL INHIBITEUR DE DIPEPTIDYL PEPTIDASE-IV
  申请人：PFIZER PROD INC

  公开号：WO2003101449A2

  公开（公告）日：2003-12-11

  The present invention relates to a method of making novel dipeptidyl peptidase-IV ('DPP-IV') inhibitor compounds useful for treating, inter alia, diseases that are associated with proteins that are subject to processing by DPP-IV, such as Type 2 diabetes mellitus, metabolic syndrome (Syndrome X or insulin resistance syndrome), hyperglycemia, impaired glucose tolerance, glucosuria, metabolic acidosis, cataracts, diabetic neuropathy, diabetic nephropathy, diabetic retinopathy, diabetic cardiomyopathy, Type 1 diabetes, obesity, hypertension, hyperlipidemia, atherosclerosis, osteoporosis, osteopenia, frailty, bone loss, bone fracture, acute coronary syndrome, infertility due to polycystic ovary syndrome, short bowel syndrome and to prevent disease progression in Type 2 diabetes. The invention also relates to a method of making 3, 3, 4, 4-tetrafluoropyrrolidine, a starting material utilized in the afore-mentioned method for preparing DPP-IV compounds.