(3R)-N-(4-nitrophenyl-sulfonyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (3R)-N-(4-nitrophenyl-sulfonyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
• 英文别名: (3R)-N-(4-nitrophenylsulfonyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid；(3R)-2-(4-nitrophenyl)sulfonyl-3,4-dihydro-1H-isoquinoline-3-carboxylic acid
• 化学式: C₁₆H₁₄N₂O₆S
• 分子量: 362.363
• InChiKey: VGDMHZXKFNKGSV-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  129
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (R)-(+)-1,2,3,4-四氢异喹啉-3-羧酸 、 sodium hydroxide 、 dichloromethane hydrate 、 对硝基苯磺酰氯 在 ice 、 氯仿 、 水 、 Sodium sulfate-III 、 碳 、 silica gel 、 ethyl acetate n-hexane 作用下， 以 二氯甲烷 、 氯仿 、 盐酸 为溶剂， 反应 22.5h， 以to give (3R)-N-(4-nitrophenylsulfonyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid (4.01 g) as colorless crystals的产率得到(3R)-N-(4-nitrophenyl-sulfonyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid
  参考文献：
  名称：

  S type 2-substituted hydroxy-2-indolidinylbutyric ester compounds and process for preparation thereof

  摘要：

  一种公式为[XVIII]的喜树碱化合物：其中R4是较低的烷酰基，R5是乙基基团，R7是—O(CH2)3NH2基团，可能被—COOC(CH3)3基团保护，而R6、R8和R9是氢。

  公开号：

  US06388078B1

文献信息

• Stype 2-substituted hydroxy-2-indolidinylbutyric ester compounds and process for preparation thereof
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US20020161231A1

  公开（公告）日：2002-10-31

  A process for preparing S type 2-substituted hydroxy-2-indolidinylbutyric ester compound [II]: 1 wherein R o is residue of nitrogen-containing fused heterocyclic carboxylic acid having absolute configuration of “R” (in which the nitrogen atom is protected), R1 and R2 are lower alkyl groups, and E is ester residue, which is useful as an intermediate for preparing camptothecin derivatives having antitumor activities, which comprises 2-ethylating 2-substituted hydroxy-2-indolidinylacetic ester compound [I]: 2 wherein the symbols are as defined above.

  一种制备S型2-取代羟基-2-吲哚丁酸酯化合物II的方法：其中Ro是氮杂环羧酸残基，具有“R”的绝对构型（其中氮原子受保护），R1和R2是低烷基基团，E是酯基残基，可用作制备具有抗肿瘤活性的喜树碱衍生物的中间体，该方法包括对2-取代羟基-2-吲哚乙酸酯化合物I进行2-乙基化，其中符号如上所定义。
• S type 2-substituted hydroxy-2-indolidinylbutyric ester compounds and
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US06015901A1

  公开（公告）日：2000-01-18

  A process for preparing S type 2-substituted hydroxy-2-indolidinyl-butyric ester compound [II]: ##STR1## wherein R.sup.0 is residue of nitrogen-containing fused heterocyclic carboxylic acid having absolute configuration of "R"(in which the nitrogen atom is protected), R.sup.1 and R.sup.2 are lower alkyl group, and E is ester residue, which is useful as an intermediate for preparing camptothecin derivatives having antitumor activities, which comprises 2-ethylating 2-substituted hydroxy-2-indolidinylacetic ester compound [I]: ##STR2## wherein the symbols are as defined above.

  一种制备S型2-取代羟基-2-吲哚啉丁酸酯化合物[II]的方法：##STR1## 其中R.sup.0是氮杂螺环羧酸的残基，具有“R”的绝对构型（其中氮原子受保护），R.sup.1和R.sup.2是较低的烷基基团，E是酯基残基，可用作制备具有抗肿瘤活性的喜树碱衍生物的中间体，其包括对2-取代羟基-2-吲哚啉乙酸酯化合物[I]进行2-乙基化：##STR2## 其中符号如上定义。
• Nitrogen-containing fused heterocyclic carboxylic acids having an absolute configuration of “R”
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US07060832B2

  公开（公告）日：2006-06-13

  Nitrogen-containing fused heterocyclic carboxylic acid having an absolute configuration of “R” of the formula [XIX]: wherein Y is substituted or unsubstituted arylsulfonyl group or an alkylsulfonyl group, and n is 0 or 1, or a salt thereof.

  具有绝对构型“R”的含氮融合杂环羧酸的化学式[XIX]，其中Y是取代或未取代的芳基磺酰基或烷基磺酰基，n为0或1，或其盐。
• S type 2-substituted hydroxy-2-indolidinylbutyric ester compounds as intermediates for camptothecin derivatives
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP0845464A2

  公开（公告）日：1998-06-03

  A process for preparing S type 2-substituted hydroxy-2-indolidinyl-butyric ester compound [II]: wherein R° is residue of nitrogen-containing fused heterocyclic carboxylic acid having absolute configuration of "R"(in which the nitrogen atom is protected), R1 and R2 are lower alkyl group, and E is ester residue, which is useful as an intermediate for preparing camptothecin derivatives having antitumor activities,    comprises 2-ethylating 2-substituted hydroxy-2-indolidinylacetic ester compound [I]: wherein the symbols are as defined above.

  一种制备 S 型 2-取代羟基-2-吲哚烷基丁酸酯化合物的工艺[II]： 其中 R°为绝对构型为 "R"（其中氮原子被保护）的含氮融合杂环羧酸残基，R1 和 R2 为低级烷基，E 为酯残基，可用作制备具有抗肿瘤活性的喜树碱衍生物的中间体、 包括 2-乙基化 2-取代羟基-2-吲哚乙酸酯化合物[I]： 其中符号如上定义。
• S-type 2-substituted hydroxy-2-indolinylbutyric ester compounds and process for preparation thereof
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：EP1236728A2

  公开（公告）日：2002-09-04

  A process for preparing an S type 4-substituted hydroxypyrano-indolidine compound of the formula (VII): wherein R° is a residue of a nitrogen-containing fused heterocyclic carboxylic acid having an absolute configuration of "R" which is obtained by removing hydroxy group from the carboxyl group of said carboxylic acid (in which the nitrogen atom contained in the residue is protected), is described. The process involves reduction, alkanoylation, nitrosation, rearrangement and intramolecular cyclization reactions.

  一种制备式(VII)的 S 型 4-取代羟基吡喃-吲哚化合物的工艺： 其中 R°是绝对构型为 "R "的含氮融合杂环羧酸的残余物，该残余物是通过从所述羧酸的羧基上去除羟基而得到的（其中残余物中所含的氮原子受到保护）。 该过程包括还原、烷酰化、亚硝基化、重排和分子内环化反应。