(S)-叔-丁基(7-羟基-1,2,3,4-四氢萘-2-基)氨基甲酸酯 | 145822-55-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 中文名称: (S)-叔-丁基(7-羟基-1,2,3,4-四氢萘-2-基)氨基甲酸酯
• 中文别名: （S）-叔丁基（7-羟基-1,2,3,4-四氢萘-2-基）氨基甲酸酯
• 英文名称: (7S)-7-tert-butoxycarbonylamino-5,6,7,8-tetrahydro-2-naphthol
• 英文别名: (S)-(-)-N-t-butoxycarbonyl-N-2-amino-7-hydroxytetralin；(2S)-2-tert-butoxycarbonylamino-7-hydroxy-tetralin；(S)-tert-Butyl (7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl)carbamate；tert-butyl N-[(2S)-7-hydroxy-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate
• CAS: 145822-55-5
• 化学式: C₁₅H₂₁NO₃
• 分子量: 263.337
• InChiKey: ZCWQARFFINAXTB-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-叔-丁基(7-羟基-1,2,3,4-四氢萘-2-基)氨基甲酸酯 在 盐酸 、 sodium hydroxide 、 potassium carbonate 、 对甲苯磺酸 、 potassium iodide 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 、 异丙醇 为溶剂， 反应 7.0h， 生成 2-{[(2S)-2-({(2R)-2-[4-benzyloxy-3-(2-hydroxyethyl)phenyl]-2-hydroxyethyl}amino)-1,2,3,4-tetrahydronaphthalen-7-yl]oxy}-N,N-dimethylacetamide
  参考文献：
  名称：

  子宫松弛剂bis（2-[[[（2S）-2-（[[（2R）-2-羟基-2- [4-羟基-3-（2-羟基乙基）-苯基]乙基]氨基]的实际合成）-1,2,3,4-四氢萘-7-基]氧基] -N，N-二甲基乙酰胺）硫酸盐（KUR-1246）。

  摘要：

  子宫松弛剂bis（2-[[[（2S）-2-（[（2R）-2-羟基-2- [4-羟基-3-（2-羟乙基）-苯基]乙基]氨基的合成途径）-1,2,3,4-四氢萘-7-基]氧基] -N，N-二甲基乙酰胺）硫酸盐（KUR-1246）是通过将光学活性成分，溴代醇14和胺24偶联而建立的。现在我们描述这两种光学活性组分的实际合成。使用由三乙醇铝和手性氨基醇制得的催化剂，通过前手性苯甲酰溴13的硼烷不对称还原，得到溴代醇14。另一光学活性组分24由（S）-AMT制备。

  DOI：

  10.1248/cpb.49.1018
• 作为产物：
  描述：

  2-氨基-7-甲氧基四氢萘 在 ammonium hydroxide 、 TEA 、 氢溴酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (S)-叔-丁基(7-羟基-1,2,3,4-四氢萘-2-基)氨基甲酸酯
  参考文献：
  名称：

  Synthesis and β-adrenergic activity of atypical β-adrenergic phenylethanolaminotetralin stereoisomers

  摘要：

  A series of substituted phenylethanolaminotetralins were synthesized as pure stereoisomers and their ability to stimulate atypical beta-adrenoceptors selectively was evaluated. The compounds in vitro relative potencies were assessed using the atypical beta response of inhibition of rat proximal colon motility and the typical beta 1 (increase in guinea-pig right atrial frequency) and beta 2 (guinea-pig tracheal relaxation and rat uterus motility inhibition) responses. Compound 42 (SR 58611A) was found to be the most potent and selective.

  DOI：

  10.1016/0223-5234(94)90095-7

文献信息

• Propanolaminotetralines, preparation thereof and compositions containing same
  申请人：——

  公开号：US20040034070A1

  公开（公告）日：2004-02-19

  The invention relates to phenoxypropanolamines, to pharmaceutical compositions containing them, to processes for preparing them, and to the method of use thereof in the treatment of diseases that are improved by beta-3 agonist action.

  该发明涉及苯氧丙醇胺，含有它们的药物组合物，制备它们的方法，以及在治疗通过β-3激动剂作用改善的疾病中使用它们的方法。
• 2-amino-7-hydroxytetraline ethers
  申请人：Sanofi

  公开号：US05202466A1

  公开（公告）日：1993-04-13

  2-amino-7-hydroxytetraline ethers of formula ##STR1## wherein R' represents methyl substituted by a carboxy group or lower carbalkoxy group or a salt thereof; a process for their preparation starting from the 2-amino-7-hydroxytetraline, N-protection, O-alkylation and N-deprotection; N-protected intermediates; and use of the compounds I for the preparation of the corresponding phenylethanolaminotetralines.

  公式为##STR1##的2-氨基-7-羟基四氢萘醚，其中R'代表甲基，被羧基或较低的羧基烷氧基取代，或其盐；从2-氨基-7-羟基四氢萘开始的制备过程，包括N保护，O烷基化和N去保护；N保护中间体；以及将化合物I用于制备相应的苯乙醇胺四氢萘。
• Phenylethanolaminotetralincarboxamide derivatives
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：US06046192A1

  公开（公告）日：2000-04-04

  The present invention relates to a phenylethanolaminotetralincarboxamide derivative represented by the general formula: ##STR1## (wherein A represents a lower alkylene group; B represents an amino group, a di(lower alkyl)amino group or a 3 to 7-membered alicyclic amino group which may contain an oxygen atom in the ring; the carbon atom marked with * represents a carbon atom in (R) configuration, (S) configuration or a mixture thereof; and the carbon atom marked with (S) represents a carbon atom in (S) configuration) and a pharmaceutically acceptable salt thereof, which have a selective .beta..sub.2 -adrenergic receptor stimulating effect with relieved burdens on the heart such as tachycardia and are useful as an agent for the prevention of threatened abortion and premature labor, a bronchodilator, and an agent for pain remission and promoting stone removal in urolithiasis.

  本发明涉及一种由通式所表示的苯乙醇胺四环酰胺衍生物：##STR1##（其中A代表较低的烷基链；B代表氨基、二（较低的烷基）氨基或3至7成员的脂环氨基，该环中可能含有一个氧原子；标有*的碳原子代表（R）构型、（S）构型或它们的混合物中的一个碳原子；标有（S）的碳原子代表（S）构型的碳原子），以及其药学上可接受的盐，具有选择性β2肾上腺素能受体刺激作用，并减轻对心脏的负担，如心动过速，可用作预防威胁性流产和早产、支气管扩张剂、疼痛缓解剂和促进尿路结石排出剂。
• 3,4-disubstituted phenylethanolaminotetralincarboxamide derivatives
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：US06133266A1

  公开（公告）日：2000-10-17

  The present invention relates to 3,4-disubstituted phenylethanolaminotetralincarboxamide derivatives represented by the general formula: ##STR1## (wherein A represents a lower alkylene group; B represents an amino group, a di(lower alkyl)amino group or a 3 to 7-membered alicyclic amino group which may contain an oxygen atom in the ring; n is an integer of 1 or 2; the carbon atom marked with * represents a carbon atom in R configuration, S configuration or a mixture thereof; and the carbon atom marked with (S) represents a carbon atom in S configuration) and pharmaceutically acceptable salts thereof, which have a selective .beta..sub.2 -adrenergic receptor stimulating effect with relieved burdens on the heart such as tachycardia and are useful as an agent for the prevention of threatened abortion and premature labor, a bronchodilator and an agent for pain remission and stone removal in urolithiasis.

  本发明涉及一种以一般式表示的3,4-二取代苯乙醇胺四环酰胺衍生物：##STR1##（其中A表示较低的烷基链；B表示氨基，二（较低烷基）氨基或3到7个成员的脂环氨基，该脂环氨基可以在环中含有一个氧原子；n是1或2的整数；带有*标记的碳原子表示具有R构型、S构型或两者的混合的碳原子；带有（S）标记的碳原子表示具有S构型的碳原子），以及其药学上可接受的盐。该化合物具有选择性β2-肾上腺素能受体刺激作用，减轻心脏负担，如心动过速，并可用作预防威胁性流产和早产、支气管扩张剂以及用于疼痛缓解和尿路结石除石剂的药物。
• 3,4-disubstituted phenylethanolaminotetralincarboxylic acid derivatives
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：US06136852A1

  公开（公告）日：2000-10-24

  The present invention relates to 3,4-disubstituted phenylethanolaminotetralincarboxylic acid derivatives represented by the general formula: ##STR1## [wherein Q represents a vinylene group or a group represented by the general formula: -A-(CH.sub.2).sub.m -- (wherein A represents an oxygen atom or a methylene group; and m is an integer of from 1 to 6); R represents a hydrogen atom or a lower alkyl group; n is an integer of 1 or 2; the carbon atom marked with * represents a carbon atom in R configuration, S configuration or a mixture thereof; and the carbon atom marked with (S) represents a carbon atom in S configuration] and pharmaceutically acceptable salts thereof, which have a selective .beta..sub.2 -adrenergic receptor stimulating effect with relieved burdens on the heart such as tachycardia and are useful as an agent for the prevention of threatened abortion and premature labor, a bronchodilator and an agent for pain remission and promoting stone removal in urolithiasis.

  本发明涉及3,4-二取代苯乙醇胺四环羧酸衍生物，其通式表示为：##STR1## [其中Q表示乙烯基或由通式表示的基团：-A-(CH.sub.2).sub.m--（其中A表示氧原子或亚甲基基团；m为1至6的整数）；R表示氢原子或低碳基团；n为1或2的整数；标有*的碳原子表示R构型、S构型或其混合物中的碳原子；标有（S）的碳原子表示S构型的碳原子]及其药学上可接受的盐，其具有选择性β2-肾上腺素能受体刺激作用，减轻对心脏的负担，如心动过速，并可用作预防威胁性流产和早产的药物、支气管扩张剂以及促进尿路结石排出的止痛剂和药物。