4-(nitrooxy)butyl p-toluensulfonate | 669692-75-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(nitrooxy)butyl p-toluensulfonate
• 英文别名: 4-nitrooxybutyl p-toluenesulfonate；4-nitrooxybutyl 4-methylbenzenesulfonate
• CAS: 669692-75-5
• 化学式: C₁₁H₁₅NO₆S
• 分子量: 289.309
• InChiKey: DBLVCLUKLMAVIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(nitrooxy)butyl p-toluensulfonate 、 萘普生 在 potassium hydrogencarbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 26.5h， 以70%的产率得到萘普西诺
  参考文献：
  名称：

  [EN] PROCESS FOR PREPARING NITROOXYDERIVATIVES OF NAPROXEN
  [FR] PROCEDE DE PREPARATION DE DERIVES NITROOXY DU NAPROXENE

  摘要：

  本发明涉及一种制备通式（A）化合物的方法，其中R是萘普洛芬或溴萘普洛芬的基团，R1-R12为氢或烷基，m、n、o、q、r和s分别独立地为0到6的整数，p为0或1，X为O、S、SO、SO2、NR13或PR13或芳基、杂环芳基团，所述方法包括将通式（B）化合物：R-COOZ其中R如上定义，Z为氢或从Li+、Na+、K+、Ca++、Mg++、四烷基铵、四烷基磷酸盐中选择的阳离子，与通式（C）化合物反应，如描述中所述，其中R1-R12和m、n、o、p、q、r、s如上定义，Y为适当的脱离基团。

  公开号：

  WO2004020384A1
• 作为产物：
  描述：

  1-bromo-4-tosyloxybutane 在 silver nitrate 作用下， 以 乙腈 为溶剂， 反应 0.25h， 生成 4-(nitrooxy)butyl p-toluensulfonate
  参考文献：
  名称：

  [EN] PROCESS FOR PREPARING NITROOXYALKYL SUBSTITUTED ESTERS OF CARBOXYLIC ACIDS, INTERMEDIATES USEFUL IN SAID PROCESS AND PREPARATION THEREOF
  [FR] PROCEDE DE PREPARATION D'ESTERS D'ACIDES CARBOXYLIQUES A SUBSTITUTION NITROOXYALKYLE, INTERMEDIAIRES UTILISES DANS LEDIT PROCEDE ET LEUR PREPARATION

  摘要：

  本发明涉及一种制备一般式(A)化合物的过程，如描述中所述，其中R是药物的基团，R1-R12是氢或烷基基团，m、n、o、q、r和s分别是0到6之间的整数，p为0或1，X为O、S、SO、SO2、NR13或PR13或芳基、杂环芳基基团，所述过程包括将一种一般式(B)的化合物与一种一般式(C)的化合物反应，其中R为上述定义，Z为氢或从Li+、Na+、K+、Ca++、Mg++、四烷基铵、四烷基磷酸盐中选择的阳离子，R1-R12和m、n、o、p、q、r、s如上所述，Y为适当的离去基团。

  公开号：

  WO2004020385A1

文献信息

• Process for preparing nitrooxyalkyl substituted esters of carboxylic acids, intermediates useful in said process and preparation thereof
  申请人：Del Soldato Piero

  公开号：US20070112194A1

  公开（公告）日：2007-05-17

  The present invention refers to a process for preparing a compound of general formula (A), as reported in the description, wherein R is a radical of a drug and R1-R12 are hydrogen or alkyl groups, m, n, o, q, r and s are each independently an integer from 0 to 6, and p is 0 or 1, and X is O, S, SO, SO2, NR13 or PR13 or an aryl, heteroaryl group, said process comprising reacting a compound of formula (B) R—COOZ (B) wherein R is as defined above and Z is hydrogen or a cation selected from: Li+, Na+, K+, Ca++, Mg++, tetralkylammonium, tetralkylphosphonium, with a compound of formula (C), as reported in the description, wherein R1-R12 and m, n, o, p, q, r, s are as defined above and Y is a suitable leaving group.

  本发明涉及一种制备通式（A）化合物的方法，如描述中所述，其中R为药物的基团，R1-R12为氢或烷基，m、n、o、q、r和s各自独立地为0到6的整数，p为0或1，X为O、S、SO、SO2、NR13或PR13或芳基、杂环基，该方法包括将通式（B）R-COOZ（B）化合物与通式（C）所述的化合物反应，其中R和Z如上定义，Z为氢或选择自Li+、Na+、K+、Ca++、Mg++、四烷基铵、四烷基磷酸盐的阳离子，通式（C）中R1-R12和m、n、o、p、q、r、s如上定义，Y为适当的离去基。
• PROCESS FOR PREPARING NITROOXYALKYL SUBSTITUTED ESTERS OF CARBOXYLIC ACIDS, INTERMEDIATES USEFUL IN SAID PROCESS AND PREPARATION THEREOF
  申请人：DEL SOLDATO Piero

  公开号：US20100217028A1

  公开（公告）日：2010-08-26

  The present invention refers to a process for preparing a compound of general formula (A), as reported in the description, wherein R is a radical of a drug and R1-R12 are hydrogen or alkyl groups, m, n, o, q, r and s are each independently an integer from 0 to 6, and p is 0 or 1, and X is O, S, SO, SO2, NR13 or PR13 or an aryl, heteroaryl group, said process comprising reacting a compound of formula (B) R—COOZ (B) wherein R is as defined above and Z is hydrogen or a cation selected from: Li+, Na+, K+, Ca++, Mg++, tetralkylammonium, tetralkylphosphonium, with a compound of formula (C), as reported in the description, wherein R1-R12 and m, n, o, p, q, r, s are as defined above and Y is a suitable leaving group.

  本发明涉及一种制备一般式（A）化合物的过程，如描述所述，其中R是药物的基团，R1-R12是氢或烷基，m，n，o，q，r和s分别独立地为0至6的整数，p为0或1，X为O，S，SO，SO2，NR13或PR13或芳基，杂环基，所述过程包括反应一种化合物的公式（B）R-COOZ（B），其中R如上定义，Z为氢或选自：Li+，Na+，K+，Ca++，Mg++，四烷基铵，四烷基膦的阳离子，与一种公式（C）的化合物，如描述所述，其中R1-R12和m，n，o，p，q，r，s如上定义，Y是适当的离去基团。
• PROCESS FOR PREPARING NITROOXYDERIVATIVES OF NAPROXEN
  申请人：NicOx S.A.

  公开号：EP1532098A1

  公开（公告）日：2005-05-25
• Process for preparing nitrooxyderivative of naproxen
  申请人：Del Soldato Piero

  公开号：US20060173005A1

  公开（公告）日：2006-08-03

  The present invention refers to a process for preparing a compound of general formula (A), as reported in the description, wherein R is a radical of naproxen or bromonaproxen and R 1 -R 12 are hydrogen or alkyl groups, m, n, o, q, r and s are each independently an integer from 0 to 6, and p is 0 or 1, and and X is O, S, SO, SO 2 , NR 13 or PR13 or an aryl, heteroaryl group, said process comprising reacting a compound of formula (B) R—COOZ   (B) wherein R is as defined above and Z is hydrogen or a cation selected from: Li+, Na+, K+, Ca++, Mg++, tetralkylammonium, tetralkylphosphonium, with a compound of formula (C), as reported in the description, wherein R1-R12 and m, n, o, p, q, r, s are as defined above and Y is a suitable leaving group.
• US7199258B2
  申请人：——

  公开号：US7199258B2

  公开（公告）日：2007-04-03