(7-methoxy-6-methyl-5,8-dioxo-5,8-didydro-1-isoquinolyl)methyl acetate | 97603-18-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: (7-methoxy-6-methyl-5,8-dioxo-5,8-didydro-1-isoquinolyl)methyl acetate
• 英文别名: (7-methoxy-6-methyl-5,8-dioxo-5,8-dihydro-1-isoquinolyl)methyl acetate；(7-methoxy-6-methyl-5,8-dioxo-1-isoquinolinyl)methyl acetate；renierol acetate；(7-Methoxy-6-methyl-5,8-dioxoisoquinolin-1-yl)methyl acetate
• CAS: 97603-18-4
• 化学式: C₁₄H₁₃NO₅
• 分子量: 275.261
• InChiKey: XZUJIHMDJJBFPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  82.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  jorunnamycin A 在 4-二甲氨基吡啶 、 selenium(IV) oxide 、 对甲苯磺酸 、 silver nitrate 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 15.0h， 生成 (7-methoxy-6-methyl-5,8-dioxo-5,8-didydro-1-isoquinolyl)methyl acetate
  参考文献：
  名称：

  Chemistry of renieramycins. Part 6: Transformation of renieramycin M into jorumycin and renieramycin J including oxidative degradation products, mimosamycin, renierone, and renierol acetate

  摘要：

  The transformation of remeramycin M (1m) into renieramycin J (1j) and jorumycin (2) is presented along with the results of antiproliferative assay data. The chemical stability and the oxidative degradation of 2 and renieramycm E (1e) to generate simple isoquinoline alkaloids, such as mimosamycin (7), renierol acetate (12), and renierone (8) are also described. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.02.071

文献信息

• Synthesis of renierone, 7-methyoxy-1,6-dimethyl-5,8-dihydroisoquinoline-5,8-dione and N-formyl-1,2-dihydrorenierone, antimicrobial metabolites from a marine sponge, Reniera sp.
  作者：AKINORI KUBO、SHINSUKE NAKAHARA、KATSUTOSHI INABA、YOSHIYASU KITAHARA

  DOI：10.1248/cpb.34.4056

  日期：——

  Three isoquinolinequinone antimicrobial metabolites, renierone (3), 7-methoxy-1, 6-dimethyl-5, 8-dihydroisoquinoline-5, 8-dione (4) and N-formyl-1, 2-dihydrorenierone (6), isolated from a marine sponge (Reniera sp.), were synthesized.

  从海洋海绵（Reniera sp.）中分离合成了三种异喹啉醌类抗菌代谢物：renierone (3)、7-甲氧基-1, 6-二甲基-5, 8-二氢异喹啉-5, 8-二酮 (4) 和 N-醛基-1, 2-二氢 renierone (6)。
• The assignment of the Carbon-13 nuclear magnetic resonance spectra of isoquinoline and quinoline quinones.
  作者：YOSHIYASU KITAHARA、SHINSUKE NAKAHARA、RYUICHI NUMATA、KATSUTOSHI INABA、AKINORI KUBO

  DOI：10.1248/cpb.33.823

  日期：——

  The carbon-13 nuclear magnetic resonance spectra of 30 isoquinoline quinones and 6 quinoline quinones are reported. The assignment of chemical shifts for the carbon atoms was achieved with the aid of two- and three-bond spin-spin couplings between 13C and protons.

  报告了 30 种异喹啉醌和 6 种喹啉醌的碳-13 核磁共振谱。借助 13C 与质子之间的二键和三键自旋-自旋耦合，实现了碳原子化学位移的分配。
• Syntheses of the antibiotic alkaloids renierone, mimocin, renierol, renierol acetate, renierol propionate, and 7-methoxy-1,6-dimethylisoquinoline-5,8-dione
  作者：Nagako Kuwabara、Hiroyuki Hayashi、Noriko Hiramatsu、Tominari Choshi、Teppei Kumemura、Junko Nobuhiro、Satoshi Hibino

  DOI：10.1016/j.tet.2004.02.010

  日期：2004.3

  The total synthesis of renierone, mimocin, renierol, renierol acetate, renierol propionate, and 7-methoxy-1,6-dimethylisoquinoline-5,8-dione was successfully achieved by the regioselective oxidation of 5-oxygenated isoquinoline. The synthetic method of the 5-oxygenated isoquinoline is based on the thermal electrocyclic reaction of 1-azahexatriene system involving the benzene 1,2-bond.

  通过5-氧化异喹啉的区域选择性氧化，成功实现了瑞乃龙，mimocin，瑞尼罗尔，醋酸瑞尼罗尔，丙酸瑞尼罗尔和7-甲氧基-1,6-二甲基异喹啉-5,8-二酮的全合成。5-氧化异喹啉的合成方法基于包含苯1,2-键的1-氮杂己三烯系统的热电环反应。
• New Regioselective Total Syntheses of Antibiotic Renierol, Renierol Acetate, and Renierol Propionate from the 5-Oxygenated Isoquinoline.
  作者：Nagako KUWABARA、Hiroyuki HAYASHI、Noriko HIRAMATSU、Tominari CHOSHI、Eiichi SUGINO、Satoshi HIBINO

  DOI：10.1248/cpb.47.1805

  日期：——

  New total syntheses of renierol (3), renierol acetate (4), and renierol propionate (5) were completed by the synthesis of 5-oxygenated isoquinoline (6) based on the thermal electrocyclic reaction of the 1-azahexatriene system followed by regioselective oxidations of 5-hydroxyisoquinolines (6).

  在 1-azahexatriene 系统的热电环反应基础上，通过 5-hydroxyisoquinolines (6) 的区域选择性氧化作用，合成了 5-oxygenated isoquinoline (6)，从而完成了 renierol (3)、renierol acetate (4) 和 renierol propionate (5) 的全新全合成。
• Venkateswarlu, Y.; Reddy, M. Venkata Rami; Srinivas, K. V. N. S., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1993, vol. 32, # 6, p. 704
  作者：Venkateswarlu, Y.、Reddy, M. Venkata Rami、Srinivas, K. V. N. S.、Rao, J. Venkateswara

  DOI：——

  日期：——