tert-butyl (2RS)-N-tert-butoxycarbonylpiperidine-2-carboxylate | 717927-61-2

• 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: tert-butyl (2RS)-N-tert-butoxycarbonylpiperidine-2-carboxylate
• 英文别名: (rac)-Cbz-pipecolinic acid tert-butyl ester；1,2-tert-butyl piperidine-1,2-dicarboxylate；(S)-piperidine-1,2-dicarboxylic acid di-tert-butyl ester；Ditert-butyl piperidine-1,2-dicarboxylate
• CAS: 717927-61-2
• 化学式: C₁₅H₂₇NO₄
• 分子量: 285.384
• InChiKey: AYLDEZHBYFJKGN-UHFFFAOYSA-N

物化性质

• 沸点：
  346.1±35.0 °C(Predicted)
• 密度：
  1.049±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl (2RS)-N-tert-butoxycarbonylpiperidine-2-carboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 tert-butyl pipecolinate
  参考文献：
  名称：

  Asymmetric α-2-tosylvinylation of in situ-generated N-2-tosylvinyl proline-derived ammonium ylides

  摘要：

  Asymmetric alpha-2-tosylvinylation of N-substituted proline esters using ethynyl tolyl sulfone as an electrophile was shown to proceed in good yield with high enantioselectivities without the addition of any bases. The reaction proceeds via the formation of N-2-tosylvinyl ammonium ylides. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.040
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 tert-butyl (2S)-piperidine-2-carboxylate 在 4-二甲氨基吡啶 作用下， 以 正己烷 、 乙酸乙酯 、 乙腈 为溶剂， 生成 tert-butyl (2RS)-N-tert-butoxycarbonylpiperidine-2-carboxylate
  参考文献：
  名称：

  Caspase inhibitors and uses thereof

  摘要：

  本发明提供了新型的caspase抑制剂，其化学式为I：1，其中R1为氢、CHN2、R或—CH2Y；R为脂肪基、芳基、芳基烷基、杂环基或杂环基烷基；Y为电负性离去基；R2为CO2H、CH2CO2H或其酯、酰胺或同分异构体；X2—X1为N(R3)—C(R3)、C(R3)2—C(R3)、C(R3)2—N、N═C、C(R3)═C、C(═O)—N或C(═O)—C(R3)；每个R3独立选择自氢或C16脂肪基；环C为融合的芳基环；n为0、1或2；环A中的每个亚甲基碳原子可以选择性地且独立地被═O或一个或多个卤素、C1-4烷基或C1-4烷氧基取代。这些化合物对于治疗caspase介导的疾病是有用的。

  公开号：

  US20020045623A1

文献信息

• Bicyclic aza-amides for treatment of psychiatric disorders
  申请人：Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.

  公开号：EP2690102A1

  公开（公告）日：2014-01-29

  The present invention relates to compounds of formula (I) having a bicyclic aza-amides scaffold, pharmaceutically acceptable salts of these compounds and pharmaceutical compositions containing at least one of these compounds together with pharmaceutically acceptable carrier, excipient and/or diluents. Said bicyclic aza-amides compounds can be used for prophylaxis and/or treatment of psychiatric disorders and neurodegenerative diseases, disorders and conditions.

  本发明涉及具有双环氮代酰胺骨架的化合物（I）的公式，这些化合物的药用盐以及含有至少一种这些化合物的药用载体、赋形剂和/或稀释剂的药物组合物。所述的双环氮代酰胺化合物可用于预防和/或治疗精神障碍和神经退行性疾病、障碍和病况。
• [EN] BICYCLIC AZA-AMIDES FOR TREATMENT OF PSYCHIATRIC DISORDERS<br/>[FR] AZA-AMIDES BICYCLIQUES UTILISÉS DANS LE TRAITEMENT DES TROUBLES PSYCHIATRIQUES
  申请人：MAX PLANCK GESELLSCHAFT

  公开号：WO2014015993A1

  公开（公告）日：2014-01-30

  The present invention relates to compounds of formula (I) having a bicyclic aza-amides scaffold, pharmaceutically acceptable salts of these compounds and pharmaceutical compositions containing at least one of these compounds together with pharmaceutically acceptable carrier, excipient and/or diluents. Said bicyclic aza- amides compounds can be used for prophylaxis and/or treatment of psychiatric disorders and neurodegenerative diseases, disorders and conditions.

  本发明涉及具有双环氮杂酰胺骨架的化合物（I）的公式，这些化合物的药用盐以及含有这些化合物之一的药用载体、赋形剂和/或稀释剂的药物组合物。所述的双环氮杂酰胺化合物可用于预防和/或治疗精神障碍和神经退行性疾病、障碍和症状。
• Extension of the “ring switch” approach to glutamate antagonists to δ-lactam urethanes
  作者：Diane Coe、Martin Drysdale、Oliver Philps、Robert West、Douglas W. Young

  DOI：10.1039/b207936d

  日期：——

  The versatile “ring switching” approach to antagonists of glutamate receptors has been extended to the use of δ-lactam urethanes. Three different types of δ-lactam urethane aldehydes 17, 26 and 59 have been used successfully in this approach. Altering diastereoisomeric ratios in the synthesis by use of a hindered proton source has allowed homochiral products with two chiral centres to be obtained. Although the δ-lactam urethane system did not prove to be as versatile as the corresponding pyroglutamate or β-lactam urethanes, a variety of homologues of glutamate antagonists have been prepared.

  谷氨酸受体拮抗剂的多功能 "环状转换 "方法已扩展到δ-内酰胺氨酯的使用。三种不同类型的δ-内酰胺脲醛 17、26 和 59 已成功用于这种方法。通过使用受阻质子源来改变合成过程中的非对映异构体比例，可以获得具有两个手性中心的同手性产物。虽然事实证明δ-内酰胺氨酯体系不像相应的焦谷氨酸氨酯或δ-内酰胺氨酯那样用途广泛，但还是制备出了多种谷氨酸拮抗剂的同系物。
• Asymmetric α-2-tosylvinylation of in situ-generated N-2-tosylvinyl proline-derived ammonium ylides
  作者：Tomohito Igarashi、Eiji Tayama、Hajime Iwamoto、Eietsu Hasegawa

  DOI：10.1016/j.tetlet.2011.02.040

  日期：2011.4

  Asymmetric alpha-2-tosylvinylation of N-substituted proline esters using ethynyl tolyl sulfone as an electrophile was shown to proceed in good yield with high enantioselectivities without the addition of any bases. The reaction proceeds via the formation of N-2-tosylvinyl ammonium ylides. (C) 2011 Elsevier Ltd. All rights reserved.
• Caspase inhibitors and uses thereof
  申请人：——

  公开号：US20020045623A1

  公开（公告）日：2002-04-18

  This invention provides novel caspase inhibitors of formula I: 1 wherein R 1 is hydrogen, CHN 2 , R, or —CH 2 Y; R is an aliphatic group, an aryl group, an aralkyl group, a heterocyclyl group, or a heterocyclylalkyl group; Y is an electronegative leaving group; R 2 is CO 2 H, CH 2 CO 2 H, or esters, amides or isosteres thereof; X 2 —X 1 is N(R 3 )—C(R 3 ), C(R 3 ) 2 —C(R 3 ), C(R 3 ) 2 —N, N═C, C(R 3 )═C, C(═O)—N, or C(═O)—C(R 3 ); each R 3 is independently selected from hydrogen or C 16 aliphatic; Ring C is a fused aryl ring; n is 0, 1 or 2; and each methylene carbon in Ring A is optionally and independently substituted by ═O, or one or more halogen, C 1-4 alkyl, or C 1-4 alkoxy. The compounds are useful for treating caspase-mediated diseases.

  本发明提供了新型的caspase抑制剂，其化学式为I：1，其中R1为氢、CHN2、R或—CH2Y；R为脂肪基、芳基、芳基烷基、杂环基或杂环基烷基；Y为电负性离去基；R2为CO2H、CH2CO2H或其酯、酰胺或同分异构体；X2—X1为N(R3)—C(R3)、C(R3)2—C(R3)、C(R3)2—N、N═C、C(R3)═C、C(═O)—N或C(═O)—C(R3)；每个R3独立选择自氢或C16脂肪基；环C为融合的芳基环；n为0、1或2；环A中的每个亚甲基碳原子可以选择性地且独立地被═O或一个或多个卤素、C1-4烷基或C1-4烷氧基取代。这些化合物对于治疗caspase介导的疾病是有用的。