methyl 1,3,3-trimethyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate

• 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: methyl 1,3,3-trimethyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate
• 英文别名: methyl 1,2,3,4-tetrahydro-1,3,3-trimethylisoquinolinecarboxylate；Methyl 1,3,3-trimethyl-2,4-dihydroisoquinoline-1-carboxylate
• 化学式: C₁₄H₁₉NO₂
• 分子量: 233.31
• InChiKey: AHZUJDALMPDRAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,3,3-三甲基-3,4-二氢异喹啉 在 氢氧化钾 、 苄基三乙基氯化铵 作用下， 反应 2.33h， 生成 methyl 1,3,3-trimethyl-1,2,3,4-tetrahydroisoquinoline-1-carboxylate
  参考文献：
  名称：

  A Convenient Synthetic Route to Derivatives of 1,2,3,4-Tetrahydroisoquinoline-1-carboxylic Acid

  摘要：

  1,3,3-三取代-1,2,3,4-四氢异喹啉-1-羧酸的烷基酯和酰胺，以及1,2,3,4-四氢-1-(4,5-二氢咪唑-2-基)-和1,2,3,4-四氢-1-(1,4,5,6-四氢嘧啶-2-基)-1,3,3-三甲基异喹啉可以通过两步反应方便地获得：首先是3,4-二氢异喹啉与二氯烯烃反应，然后由氧和氮核苷体打开生成的gem-二氯氮杂环的环。

  DOI：

  10.1055/s-1997-1402

文献信息

• Process for the synthesis of amine ethers from secondary amino oxides
  申请人：——

  公开号：US20030171461A1

  公开（公告）日：2003-09-11

  An amine ether of formula (A) wherein a is 1 or 2; and when a is 1, E is E′; when a is 2, E is L; E′ is C 1 -C 36 alkyl; C 3 -C 18 alkenyl; C 2 -C 18 alkinyl; C 5 -C 18 cycloalkyl; C 5 -C 18 cycloalkenyl; a radical of a saturated or unsaturated aliphatic bicyclic or bricyclic hydrocarbon of 7 to 12 carbon atoms; C 2 -C 7 alkyl or C 3 -C 7 alkenyl substituted by halogen; C 7 -C 15 aralkyl or C 7 -C 15 aralkyl substituted by C 1 -C 4 alkyl or phenyl; or E′ is a radical of formula (VII) as explained in claim 1; T′ is tertiary C 4 -C 18 alkyl or phenyl, each of which are unsubstituted or substituted by halogen, OH, COOR 21 or C(O)—R 22 ; or T′ is C 5 -C 12 cycloalkyl; C 5 -C 12 cacloalkyl which is interrupted by at least one O or —NR 18 —; a polycyclic alkyl radical having 7-18 carbon atoms, or the same radical which is interrupted by at least one O or —NR 18 —; or T′ is —C(G 1 )(G 2 )—T″; or C 1 -C 18 alkyl or C 5 -C 12 cycloalkyl substituted by F(I)T″ is hydrogen, halogen, NO 2 , cyano, or is a monovalent organic radical comprising 1-50 carbon atoms; or T″ and T′ together form a divalent organic linking group completing, together with the hindered amine nitrogen atom and the quaternary carbon atom substituted by G 1 and G 2 , an optionally substituted five- or six-membered ring structure; and all other residues are as defined in claim 1, are obtained in good yield from the corresponding N-oxyl hindered amine precursor by reaction with a hydrocarbon E 1 —H or H—L—H in the presence of an organic hydroperoxide and a catalytic amount of copper or a copper compound. The products of present process find utility as polymerization regulators and/or light stabilizers for organic material.

  公式（A）的胺醚式化合物，其中a为1或2；当a为1时，E为E′；当a为2时，E为L；E′为C1-C36烷基；C3-C18烯基；C2-C18炔基；C5-C18环烷基；C5-C18环烯基；具有7到12个碳原子的饱和或不饱和脂肪环二元或三元碳氢化合物的基团；被卤素取代的C2-C7烷基或C3-C7烯基；C7-C15芳基烷基或C7-C15芳基烷基被C1-C4烷基或苯基取代；或E′为公式（VII）中所述的基团；T′为三级C4-C18烷基或苯基，其未被取代或被卤素、OH、COOR21或C（O）—R22取代；或T′为C5-C12环烷基；C5-C12环烷基被至少一个O或—NR18—打断；具有7-18个碳原子的多环烷基基团，或相同的基团，其被至少一个O或—NR18—打断；或T′为—C（G1）（G2）—T″；或被F（I）取代的C1-C18烷基或C5-C12环烷基，其中T″为氢、卤素、NO2、氰基，或是由1-50个碳原子组成的一价有机基团；或T″和T′一起形成一个二价的有机连接基团，与受阻胺氮原子和被G1和G2取代的四价碳原子一起完成一个可选择取代的五元或六元环结构；所有其他残基如权利要求1所定义，通过在有机过氧化物和铜或铜化合物的存在下与烃E1—H或H—L—H反应，从相应的N-氧代受阻胺前体中获得良好的收率。本方法的产物可用作有机材料的聚合物调节剂和/或光稳定剂。
• PROCESS FOR THE SYNTHESIS OF AMINE ETHERS FROM SECONDARY AMINO OXIDES
  申请人：Ciba Specialty Chemicals Holding Inc.

  公开号：EP1284966A2

  公开（公告）日：2003-02-26
• US6900328B2
  申请人：——

  公开号：US6900328B2

  公开（公告）日：2005-05-31
• US7402675B2
  申请人：——

  公开号：US7402675B2

  公开（公告）日：2008-07-22
• [EN] PROCESS FOR THE SYNTHESIS OF AMINE ETHERS FROM SECONDARY AMINO OXIDES<br/>[FR] PROCEDES DE SYNTHESE D'ETHERS D'AMINE A PARTIR D'OXYDES AMINES SECONDAIRES
  申请人：CIBA SC HOLDING AG

  公开号：WO2001092228A2

  公开（公告）日：2001-12-06

  An amine ether of formula (A) wherein a is 1 or 2; and when a is 1, E is E'; when a is 2, E is L; E' is C1-C36 alkyl; C3-C18 alkenyl; C2-C18 alkinyl; C5-C18 cycloalkyl; C5-C18 cycloalkenyl; a radical of a saturated or unsaturated aliphatic bicyclic or tricyclic hydrocarbon of 7 to 12 carbon atoms; C2-C7alkyl or C3-C7alkenyl substituted by halogen; C7-C15aralkyl or C7-C15 aralkyl substituted by C1-C4 alkyl or phenyl; or E' is a radical of formula (VII) as explained in claim 1; T' is tertiary C4-C18alkyl or phenyl, each of which are unsubstituted or substituted by halogen, OH, COOR21 or C(O)-R22; or T' is C5-C12cycloalkyl; C5-C12cacloalkyl which is interrupted by at least one O or -NR18-; a polycyclic alkyl radical having 7-18 carbon atoms, or the same radical which is interrupted by at least one O or -NR18-; or T' is -C(G1)(G2)-T''; or C1-C18alkyl or C5-C12cycloalkyl substituted by F(I)T'' is hydrogen, halogen, NO2, cyano, or is a monovalent organic radical comprising 1-50 carbon atoms; or T'' and T' together form a divalent organic linking group completing, together with the hindered amine nitrogen atom and the quaternary carbon atom substituted by G1 and G2, an optionally substituted five- or six-membered ring structure; and all other residues are as defined in claim 1, are obtained in good yield from the corresponding N-oxyl hindered amine precursor by reaction with a hydrocarbon E1-H or H-L-H in the presence of an organic hydroperoxide and a catalytic amount of copper or a copper compound. The products of present process find utility as polymerization regulators and/or light stabilizers for organic material.