benzyl 2,2-dimethyl-4-oxo-piperidine-1-carboxylate | 132644-87-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 2,2-dimethyl-4-oxo-piperidine-1-carboxylate
• 英文别名: benzyl 2,2-dimethyl-4-oxopiperidine-1-carboxylate
• CAS: 132644-87-2
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: UKEQVZUQAYLCSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl 2,2-dimethyl-4-oxo-piperidine-1-carboxylate 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 反应 48.5h， 生成 1-(2,2-dimethylpiperidin-4-yl)-4-methylpiperazine
  参考文献：
  名称：

  [EN] SUBSTITUTED, SATURATED AND UNSATURATED N-HETEROCYCLIC CARBOXAMIDES AND RELATED COMPOUNDS FOR THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS
  [FR] CARBOXAMIDES N-HÉTÉROCYCLIQUES SUBSTITUÉS, SATURÉS ET INSATURÉS ET COMPOSÉS APPARENTÉS POUR LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES MÉDICAUX

  摘要：

  这项发明提供了替代的、饱和的和不饱和的N-杂环羧酰胺及相关化合物，含有这些化合物的组合物，医疗工具包，以及使用这些化合物和组合物治疗患者的医疗疾病，例如癌症、溶酶体贮积疾病、神经退行性疾病、炎症性疾病等的方法。

  公开号：

  WO2021055630A1
• 作为产物：
  描述：

  2,2-dimethyl-4,5-endo-bis(phenylsulfonyl)-7-oxa-1-azabicyclo<2.2.1>heptane 在 甲醇 、 氢氧化钾 、 偶氮二异丁腈 、 三正丁基氢锡 、 镍 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 10.5h， 生成 benzyl 2,2-dimethyl-4-oxo-piperidine-1-carboxylate
  参考文献：
  名称：

  Tandem addition-cycloaddition reaction of oximes with 2,3-bis(phenylsulfonyl)-1,3-butadiene as a method for 4-piperidone synthesis

  摘要：

  The reaction of oximes with 2,3-bis(phenylsulfonyl)-1,3-butadiene affords 7-oxa-1-azanorbornanes in high yield. The formation of the bicyclic isoxazolidine involves conjugate addition of the oxime onto the diene to give a transient nitrone that then undergoes a subsequent intramolecular dipolar cycloaddition reaction. The coupling of several oximes with divinyl sulfone was also studied, and related cycloadducts were obtained in excellent yield. The stereochemistry of the cycloaddition is best explained in terms of an exclusive reaction of the Z isomer of the nitrone via an easily attainable endo orientation of the reactive groups. Molecular mechanics calculations have been refined to accurately predict the regiochemistry of the intramolecular cycloaddition. Treatment of these 7-oxa-1-azanorbornanes with Raney nickel in methanol results in reductive nitrogen-oxygen bond cleavage to give substituted 4-piperidones. The bicyclic isoxazolidine derived from cyclohexanone oxime and bis(phenyl-sulfonyl)diene was converted to the azaspiro[5.5]undecane ring system, which is representative of the key ring skeleton of the perhydrohistrionicotoxin family of alkaloids.

  DOI：

  10.1021/jo00006a036

文献信息

• NORMAN, BRYAN H.;GAREAU, YVES;PADWA, ALBERT, J. ORG. CHEM., 56,(1991) N, C. 2154-2161
  作者：NORMAN, BRYAN H.、GAREAU, YVES、PADWA, ALBERT

  DOI：——

  日期：——
• SUBSTITUTED, SATURATED AND UNSATURATED N-HETEROCYCLIC CARBOXAMIDES AND RELATED COMPOUNDS FOR THEIR USE IN THE TREATMENT OF MEDICAL DISORDERS
  申请人：Bial - R&D Investments, S.A.

  公开号：US20220380314A1

  公开（公告）日：2022-12-01

  The invention provides substituted, saturated and unsaturated N-heterocyclic carboxamides and related compounds, compositions containing such compounds, medical kits, and methods for using such compounds and compositions to treat medical disorders, e.g., cancer, lysosomal storage disorder, neurodegenerative disorder, inflammatory disorder, in a patient.
• CASITAS B-LINEAGE LYMPHOMA PROTOONCOGENE B (CBL-B) DEGRADING COMPOUNDS AND ASSOCIATED METHODS OF USE
  申请人：[en]ARVINAS OPERATIONS, INC.

  公开号：WO2024112692A1

  公开（公告）日：2024-05-30

  Provided herein are compounds of formula (I) and salts and compositions thereof which find utility as modulators of Cbl-b in the treatment of various forms of cancer.