3-羟基-N-[(2Z,5R,6S,9S,10S,11R)-10-羟基-5,11-二甲基-2-(1-甲基丙亚基)-3,7,12-三氧代-9-(3-吡啶甲基)-1,4-二氧杂-8-氮杂环十二烷-6-基]-2-吡啶甲酰胺 | 18791-21-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 中文名称: 3-羟基-N-[(2Z,5R,6S,9S,10S,11R)-10-羟基-5,11-二甲基-2-(1-甲基丙亚基)-3,7,12-三氧代-9-(3-吡啶甲基)-1,4-二氧杂-8-氮杂环十二烷-6-基]-2-吡啶甲酰胺
• 英文名称: pyridomycin
• 英文别名: N-[(2Z,5R,6S,9S,10S,11R)-2-butan-2-ylidene-10-hydroxy-5,11-dimethyl-3,7,12-trioxo-9-(pyridin-3-ylmethyl)-1,4-dioxa-8-azacyclododec-6-yl]-3-hydroxypyridine-2-carboxamide
• CAS: 18791-21-4
• 化学式: C₂₇H₃₂N₄O₈
• 分子量: 540.573
• InChiKey: WHIKSLGSXKIHCA-IGCCMALHSA-N

物化性质

• 熔点：
  222°
• 沸点：
  616.01°C (rough estimate)
• 密度：
  1.3105 (rough estimate)
• 溶解度：
  DMF：可溶； DMSO：可溶；乙醇：可溶；甲醇：可溶

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  39
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  177
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  ((5R,6S,9S,10S,11R)-10-Hydroxy-5,11-dimethyl-3,7,12-trioxo-2-propionyl-9-pyridin-3-ylmethyl-1,4-dioxa-8-aza-cyclododec-6-yl)-carbamic acid benzyl ester 在 钯 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.75h， 生成 3-羟基-N-[(2Z,5R,6S,9S,10S,11R)-10-羟基-5,11-二甲基-2-(1-甲基丙亚基)-3,7,12-三氧代-9-(3-吡啶甲基)-1,4-二氧杂-8-氮杂环十二烷-6-基]-2-吡啶甲酰胺
  参考文献：
  名称：

  吡啶霉素的全合成

  摘要：

  pyridomycin的第一全合成被描述，包括环外（Z）的立体控制结构-小号亚丁基部分在12元环系统。

  DOI：

  10.1016/s0040-4039(00)70713-1

文献信息

• [EN] ANTIBACTERIAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIBACTÉRIENS
  申请人：UNIV SYDNEY

  公开号：WO2014153624A1

  公开（公告）日：2014-10-02

  The invention relates to antibacterial compounds, methods for synthesis and use thereof in antibacterial applications.

  这项发明涉及抗菌化合物，其合成方法以及在抗菌应用中的使用。
• PYRIDOMYCIN BASED COMPOUNDS EXHIBITING AN ANTITUBERCULAR ACTIVITY
  申请人：ETH Zurich

  公开号：US20150246907A1

  公开（公告）日：2015-09-03

  Formula (1), X 1 represents O or NR 6 , X 2 represents O or NR 6 , X 3 represents O or NR 1 , R 1 represents H or C 1 to C 3 alkyl, R 2 represents H, or linear or branched C 1 -C 8 alkyl optionally including one or more heteroatoms, cyclopropyl, cyclobutyl, cyclohexyl or oxetanyl or amino acid side chain or protected amino acid side chain, or R 1 and R 2 may form together a saturated, partly saturated or unsaturated 5 or 6 membered ring system, optionally substituted, R 3 represents H, cyclopentyl, cyclohexyl, aryl or hydroxyaryl, aryl or hydroxyaryl being optionally substituted by fluorine, or linear or branched C 1 to C 8 alkyl optionally including a hetero atom, R 4 represents phenyl or 5- or 6-membered heterocycles including one or more nitrogen or oxygen atoms optionally substituted with 1 to 4, respectively 5 fluorine atoms, and R 6 represents H, or linear or branched alkyl chain having 1 to 3 carbon atoms.

  公式（1），X1代表O或NR6，X2代表O或NR6，X3代表O或NR1，R1代表H或C1到C3烷基，R2代表H，或线性或支链的C1-C8烷基，可选地包括一个或多个杂原子，环丙基，环丁基，环己基或氧环丙基或氨基酸侧链或保护的氨基酸侧链，或R1和R2可以形成一个饱和的，部分饱和的或不饱和的5或6成员环系统，可选地取代，R3代表H，环戊基，环己基，芳基或羟基芳基，芳基或羟基芳基可选地被氟取代，或线性或支链的C1到C8烷基，可选地包括一个杂原子，R4代表苯或包括一个或多个氮或氧原子的5-或6成员杂环，可选地用1到4，分别用5氟原子取代，R6代表H，或具有1到3个碳原子的线性或支链烷基链。
• Methods for producing hydroxy amino acids and derivatives thereof
  申请人：Rozzell David J.

  公开号：US20050100993A1

  公开（公告）日：2005-05-12

  Hydroxy-amino acids are provided and are prepared by contacting a substituted P-ketodiester having a ketone group and two ester functional groups with a ketoreductase under conditions permitting the reduction of the keytone group to an alcohol. Only one of the ester functional groups is regioselectively hydrolyzed to the corresponding carboxylic acid, whereby a non-hydrolyzed ester functional group remains. The carboxylic acid is converted to an amine to produce a hydroxy-amino acid.

  提供了羟基氨基酸，并通过将具有酮基和两个酯官能团的取代P-酮二酯与酮还原酶接触，在条件允许酮基还原为醇的情况下制备。仅选择性水解其中一个酯官能团为相应的羧酸，从而保留未水解的酯官能团。将羧酸转化为胺以产生羟基氨基酸。
• Methods for producing hydroxy amino acids, esters, and derivatives thereof
  申请人：Rozzell David J.

  公开号：US20050192439A1

  公开（公告）日：2005-09-01

  A method for producing a hydroxy-amino ester, or derivative thereof, is provided. A substituted β-ketodiester having a ketone group and two ester functional groups is contacted with a ketoreductase under conditions permitting the reduction of the ketone group to an alcohol. Only one of the ester functional groups is regioselectively hydrolyzed to the corresponding carboxylic acid, whereby a non-hydrolyzed ester functional group remains. The carboxylic acid is converted to an amine or a derivative thereof to produce a hydroxy-amino ester or derivative thereof. A number of novel hydroxy-amino esters are prepared by the method.

  提供了一种制备羟基-氨基酯或其衍生物的方法。将具有酮基和两个酯基官能团的取代β-酮二酯与酮还原酶接触，并在条件允许的情况下将酮基还原为醇。仅对其中一个酯基官能团进行区域选择性水解成相应的羧酸，从而保留了一个未水解的酯基官能团。将羧酸转化为胺或其衍生物，以产生羟基-氨基酯或其衍生物。通过该方法制备了许多新型羟基-氨基酯。
• Process for enhancing the value of hydrocarbonaceous natural resources
  申请人：Bunger W. James

  公开号：US20050167337A1

  公开（公告）日：2005-08-04

  A process for upgrading hydrocarbonaceous oil containing heteroatom-containing compounds where the hydrocarbonaceous oil is contacted with a solvent system that is a mixture of a major portion of a polar solvent having a dipole moment greater than about 1 debye and a minor portion of water to selectively separate the constituents of the carbonaceous oil into a heteroatom-depleted raffinate fraction and heteroatom-enriched extract fraction. The polar solvent and the water-in-solvent system are formulated at a ratio where the water is an antisolvent in an amount to inhibit solubility of heteroatom-containing compounds and the polar solvent in the raffinate, and to inhibit solubility of non-heteroatom-containing compounds in the extract. The ratio of the hydrocarbonaceous oil to the solvent system is such that a coefficient of separation is at least 50%. The coefficient of separation is the mole percent of heteroatom-containing compounds from the carbonaceous oil that are recovered in the extract fraction minus the mole percent of non-heteroatom-containing compounds from the carbonaceous oil that are recovered in the extract fraction. The solvent-free extract and the raffinate concentrates may be used directly or processed to make valuable petroleum, chemical or industrial products.

  一种用于提纯含杂原子化合物的烃基油的工艺，其中烃基油与溶剂系统接触，该溶剂系统的主要部分是偶极矩大于约 1 debye 的极性溶剂的混合物，次要部分是水，以选择性地将烃基油的成分分离为去杂原子的馏分和富含杂原子的萃取物馏分。极性溶剂和水包溶剂系统的配比是，水是一种抗溶剂，其用量可抑制含杂原子化合物和极性溶剂在萃取物中的溶解度，并抑制非含杂原子化合物在萃取物中的溶解度。烃基油与溶剂系统的比例应使分离系数至少达到 50%。分离系数是萃取液馏分中回收的碳质油中含杂原子化合物的摩尔百分比减去萃取液馏分中回收的碳质油中不含杂原子化合物的摩尔百分比。无溶剂萃取物和糠浓缩物可直接使用或加工成有价值的石油、化工或工业产品。