buprenorphine | 152610-70-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: buprenorphine
• 英文别名: (1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-(2-hydroxy-3,3-dimethylbutan-2-yl)-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol
• CAS: 152610-70-3
• 化学式: C₂₉H₄₁NO₄
• 分子量: 467.649
• InChiKey: RMRJXGBAOAMLHD-DHCTZRPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  buprenorphine 在 溶剂黄146 、 copper(II) oxide 作用下， 反应 1.0h， 以77.8%的产率得到15,16-didehydrobuprenorphine
  参考文献：
  名称：

  Synthesis of high specific activity [15,16-3H2]buprenorphine

  摘要：

  Tritium labelling of buprenorphine, a mixed agonist-antagonist opioid ligand, was performed with a specific activity of 2.35 TBq/mmol (63.6 Ci/mmol) starting with 15,16-didehydrobuprenorphine. Labels at positions 15 and 16 of the morphine skeleton proved to be sufficiently stable under strong acidic or basic conditions.

  DOI：

  10.1002/jlcr.2580360110

文献信息

• Demethylation of Reticuline and Derivatives Thereof with Fungal Cytochrome P450
  申请人：River Stone Biotech APS

  公开号：US20210230655A1

  公开（公告）日：2021-07-29

  The invention relates to recombinant host cells that expresses one or more genes encoding a cytochrome P450 enzyme capable of N-demethylating and/O-demethylating reticuline and/or derivatives thereof, and also methods of producing a N-demethylated and/or O-demethylated reticuline and/or derivatives thereof, comprising cultivating the recombinant host of the invention in a culture medium under conditions in which the one or more genes encoding the cytochrome P450 enzymes is/are expressed. The reticuline and derivatives thereof are useful for providing access to naturally unavailable and chemically difficult-to-produce starting materials for opioids.

  该发明涉及重组宿主细胞，该细胞表达一个或多个编码细胞色素P450酶的基因，该酶能够对莱角碱和/或其衍生物进行N-去甲基化和/或O-去甲基化，并且还涉及生产N-去甲基化和/或O-去甲基化的莱角碱和/或其衍生物的方法，包括在培养基中培养该发明的重组宿主细胞，在该条件下，编码细胞色素P450酶的一个或多个基因被表达。莱角碱及其衍生物可用于提供自然无法获得和化学上难以生产的阿片类药物的起始物质。
• [EN] PROCESS FOR THE PREPARATION OF (S)-2-((4R,4AS, 6R,7AR,12BS)-7,9-DIMETHOXY-1,2,3,4,5,6,7,7A-OCTAHYDRO-4A,7-ETHANO-4, 12-METHANOBENZOFURO[3,2-E] ISOQUINOLIN-6-YL)-3,3-DIMETHYLBUTAN-2-OL<br/>[FR] PROCÉDÉ DE PRÉPARATION DE (S)-2-((4R,4AS, 6R,7AR,12BS)-7,9-DIMÉTHOXY-1,2,3,4,5,6,7,7A-OCTAHYDRO-4A,7-ÉTHANO-4, 12-MÉTHANOBENZOFURO[3,2-E] ISOQUINOLÉIN-6-YL)-3,3-DIMÉTHYLBUTAN-2-OL
  申请人：NORAMCO INC

  公开号：WO2017066249A1

  公开（公告）日：2017-04-20

  An invention includes a process for the preparation of (S)-2((4R,4aS,6R,7R,7aR,12bS)-7,9-dimethoxy-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-6-yl)-3,3-dimethylbutan-2-ol.

  一项发明包括一种制备(S)-2-((4R,4aS,6R,7R,7aR,12bS)-7,9-二甲氧基-1,2,3,4,5,6,7,7a-辛氢-4a,7-乙烯基-4,12-甲基-苯并呋喃[3,2-e]异喹啉-6-基)-3,3-二甲基丁醇的方法。
• PROCESS FOR THE PREPARATION OF OPIOID COMPOUNDS
  申请人：NORAMCO, INC.

  公开号：US20150315204A1

  公开（公告）日：2015-11-05

  The present invention is directed to a process for the preparation of opioid compounds such as buprenorphine, naltrexone, naloxone, nalbuphone, nalbuphine, and the like.

  本发明涉及一种制备阿片类化合物（如布洛芬、纳曲酮、纳洛酮、纳布酮、纳布啶等）的方法。
• [EN] PREPARATION OF BUPRENORPHINE<br/>[FR] PRÉPARATION DE BUPRÉNORPHINE
  申请人：RIVER STONE BIOTECH APS

  公开号：WO2021144362A1

  公开（公告）日：2021-07-22

  Disclosed are methods for preparing buprenorphine from, for example, compounds such as nororipavine and northebaine.

  公开了从诸如诺罗瑞芭因和诺特巴因等化合物制备丁丙诺啡的方法。
• PROCESS FOR THE PREPARATION OF (S)-2-((4R,4AS,6R,7R,7AR,12BS)-7,9-DIMETHOXY-1,2,3,4,5,6,7,7A-OCTAHYDRO-4A,7-ETHANO-4,12-METHANOBENZOFURO[3,2-E]ISOQUINOLIN-6-YL)-3,3-DIMETHYLBUTAN-2-OL
  申请人：Noramco, Inc.

  公开号：US20170101415A1

  公开（公告）日：2017-04-13

  An invention includes a process for the preparation of (S)-2((4R,4aS,6R,7R,7aR,12bS)-7,9-dimethoxy-1,2,3,4,5,6,7,7a-octahydro-4a,7-ethano-4,12-methanobenzofuro[3,2-e]isoquinolin-6-yl)-3,3-dimethylbutan-2-ol.

  一项发明涉及一种制备(S)-2((4R,4aS,6R,7R,7aR,12bS)-7,9-二甲氧基-1,2,3,4,5,6,7,7a-八氢-4a,7-乙烯基-4,12-甲氧基苯并呋喃[3,2-e]异喹啉-6-基)-3,3-二甲基丁醇的方法。