(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

• S type 2-substituted hydroxy-2-indolidinylbutyric ester compounds and process for preparation thereof
  申请人：TANABE SEIYAKU CO., LTD.

  公开号：US20030135049A1

  公开（公告）日：2003-07-17

  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是较低的烷基基团，E是酯残基，该化合物是制备具有抗肿瘤活性的喜树碱衍生物的中间体，包括对2-取代羟基-2-吲哚丁酸乙酯化合物I进行2-乙基化，其中符号如上所定义。
• 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。