tert-butyl 4-[[(2S,5S)-1-(2-nitrophenyl)sulfonyl-5-(4-nitrophenyl)sulfonyloxypiperidine-2-carbonyl]amino]piperidine-1-carboxylate

• 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: tert-butyl 4-[[(2S,5S)-1-(2-nitrophenyl)sulfonyl-5-(4-nitrophenyl)sulfonyloxypiperidine-2-carbonyl]amino]piperidine-1-carboxylate
• 化学式: C28H35N5O12S2
• 分子量: 697.7
• InChiKey: GDLJNFLPZAVTAA-URXFXBBRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  47
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  248
• 氢给体数：
  1
• 氢受体数：
  13

文献信息

• [EN] PREPARATION OF TERT-BUTYL 4-((1R,2S,5R)-6- (BENZYLOXY)-7-0X0-1,6-DIAZABICYCL0[3.2.I]OCTANE-2- CARBOXAMIDO)PIPERIDINE-1-CARBOXYLATE<br/>[FR] PRÉPARATION DE TERT-BUTYL 4-((1R,2S,5R)-6- (BENZYLOXY)-7-OXO-1,6-DIAZABICYCLO[3.2.I]OCTANE-2- CARBOXAMIDO)PIPÉRIDINE-1-CARBOXYLATE
  申请人：MERCK SHARP & DOHME

  公开号：WO2014200786A1

  公开（公告）日：2014-12-18

  A process for the preparation of N-protected 6-(piperidin-4-ylcarbamoyl)piperidin-3-yl sulfonates of Formula (III): which comprises contacting a lactone of Formula (II): with an azacycloalkylamine of formula (II-Am): followed by contact with a sulfonyl halide of formula (II-Su): R4-SO2W (II-Su) in the presence of tertiary amine base, wherein PG1 and PG2 are amine protective groups; k, p and q are 0, 1, or 2, and W, R2, R3, R4, R5, R6, R7, R8, and R9 are defined herein. Additional embodiments add a series of process steps leading to the synthesis of 7-oxo-1,6-diazabicyclo[3.2.1]octanes suitable for use as β-lactamase inhibitors.

  一种制备N-保护6-(哌啶-4-基甲酰)哌啶-3-基磺酸酯的方法，包括将化合物II的内酯与化合物II-Am的氮杂环烷胺接触，然后与化合物II-Su的磺酰卤接触：R4-SO2W（II-Su），在三级胺碱存在下进行，其中PG1和PG2是胺保护基；k、p和q为0、1或2，W、R2、R3、R4、R5、R6、R7、R8和R9在此定义。另外的实施方案增加了一系列工艺步骤，用于合成适用于用作β-内酰胺酶抑制剂的7-氧代-1,6-二氮杂双环[3.2.1]辛烷。
• [EN] PROCESS FOR THE PREPARATION OF INTERMEDIATES USEFUL FOR MAKING (2S,5R)-7-OXO-N-PIPERIDIN-4-YL-6-(SULFOXY)-1,6-DIAZABICYCLO[3.2.1]OCTANE-2-CARBOXAMIDE<br/>[FR] PROCÉDÉ DE PRÉPARATION D'INTERMÉDIAIRES UTILES POUR LA FABRICATION DE (2S,5R)-7-OXO-N-PIPÉRIDIN-4-YL-6-(SULFOXY)-1,6-DIAZABICYCLO[3.2.1]OCTANE-2-CARBOXAMIDE
  申请人：MERCK SHARP & DOHME

  公开号：WO2020219405A1

  公开（公告）日：2020-10-29

  The invention is related to the preparation of protected piperidine carboxylates suitable for use as intermediates that lead, via a series of additional process steps, including a sulfation of a hydroxy urea compound, to the preparation of the beta lactamase inhibitor (2S,5R)-7-oxo-N-piperidin-4-yl-6-(sulfoxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide.

  本发明涉及制备适用于用作中间体的保护哌啶羧酸酯，通过一系列的额外工艺步骤，包括对羟基尿素化合物的磺化，制备β-内酰胺酶抑制剂（2S，5R）-7-氧代-N-哌啶-4-基-6-（磺酰氧基）-1，6-二氮杂双环[3.2.1]辛烷-2-羧酰胺。
• PROCESS FOR THE PREPARATION OF INTERMEDIATES USEFUL FOR MAKING (2S,5R)-7-OXO-N-PIPERIDIN-4-YL-6-(SULFOXY)-1,6-DIAZABICYCLO[3.2.1]OCTANE-2-CARBOXAMIDE
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP3959205A1

  公开（公告）日：2022-03-02
• PROCESS FOR THE PREPARATION OF CHIRAL TERT-BUTYL 4-((1R,2S,5R)-6-(BENZYLOXY)-7-OXO-1,6-DIAZABICYCLO[3.2.1]OCTANE-2-CARBOXAMIDO)PIPERIDINE-1-CARBOXYLATE DERIVATIVES AND (2S,5R)-7-OXO-N-PIPERIDIN-4-YL-6-(SULFOXY)-1,6-DIAZABICYCLO[3.2.1]OCTANE-2-CARBOXAMIDE
  申请人：MILLER Steven P.

  公开号：US20160122350A1

  公开（公告）日：2016-05-05

  A process for the preparation of N-protected 6-(piperidin-4-ylcarbamoyl)piperidin-3-yl sulfonates of Formula (III): which comprises contacting a lactone of Formula (II): with an azacycloalkylamine of formula (II-Am): followed by contact with a sulfonyl halide of formula (II-Su): R 4 —SO 2 W (II-Su) in the presence of tertiary amine base, wherein P G1 and P G2 are amine protective groups; k, p and q are 0, 1, or 2, and W, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 are defined herein. Additional embodiments add a series of process steps leading to the synthesis of 7-oxo-1,6-diazabicyclo[3.2.1]octanes suitable for use as β-lactamase inhibitors.
• US9604985B2
  申请人：——

  公开号：US9604985B2

  公开（公告）日：2017-03-28