CAS: 81131-40-0; (1S,3R)-3-Aminocyclohexanecarboxylic Acid

该化合物是一种人工型六氯环己烷衍生物,具有氨基氨基和箱酸的功能组,具有立体声特点,该化合物是有机合成和制药研究,特别是在设计消毒器和生物活性分子的受限类比方面的宝贵基石;1-3位置的硬性六氯环己烷脚架和定型立体化学加强了药物开发的结构控制,使符合性和消毒性能得以精确调节;其双功能性能允许多种衍生,便利了不对称合成和药用化学的应用;该化合物的特点是高度纯度和稳定性,适合严格的合成和分析应用.

英文名称(1S,3R)-3-Aminocyclohexanecarboxylic Acid
中文名称(1S,3R)-3-氨基环己烷-1-羧酸
IUPAC名称(1S,3R)-3-aminocyclohexane-1-carboxylic acid
其它别名(1S,3R)-3-氨基环己烷甲酸; (1S, 3R)- 3-Amino-Cyclohexanoic Acid
CAS编号81131-40-0
MFCD编号:MFCD09753648
分子式:C7H13NO2分子量:143.19
产品CID: 1805470
产品分类有机原料→分子砌块→脂肪环类化合物→环己烷类化合物

相似结构搜索
InChIKey: CKTUXQBZPWBFDX-NTSWFWBYSA-N
InChI=1S/C7H13NO2/c8-6-3-1-2-5(4-6)7(9)10/h5-6H,1-4,8H2,(H,9,10)/t5-,6+/m0/s1
计算化学: 氢键受体数2.0氢键供体数2.0可旋转键数1.0

相似化合物

25912-50-9 334932-13-7 222530-39-4

MSDS等安全信息

GHS符号GHS07
警示词Warning
危险描述H302-H315-H319-H335
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

上下游产品

meta-aminobenzoic acid i-Amyl alcohol 3-[(tert-butoxycarbonyl)amino]cyclo-hexanecarboxylic acid (1S,3R)-3-phthalimid°Cyclohexanecarboxylic acidethyl 3-amin°Cyclohexanecarboxylate 3-[(tert-butoxycarbonyl)amino]cyclo-hexanecarboxylic acid 3-amin°Cyclohexanecarboxylic acid dimethyl amide tert-butyl ester(3-dimethylcarbamoyl-cyclohexyl)-carbamic acid tert-butyl ester

合成工艺路线路线简述

174146-97-5 = 81131-40-0
反应条件:1.1 Reagents: Hydrogen Solvents: Methanol; 3 H,Rt2.1 Reagents: Triethylamine Solvents: 1,4-Dioxane,Water; 24 H,Rt3.1 Reagents: (S)-1-Phenylethylamine Solvents: Ethylene Glycol,Methyl Ether4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 2 D,Rt4.2 Reagents: Hydrochloric Acid Solvents: Ethyl Acetate; 0 °C; 0 °C -> Rt; Overnight,Rt
标题:Synthesis Of Stereoisomers Of 3-Aminocyclohexanecarboxylic Acid And Cis-3-Aminocyclohexene-5-Carboxylic Acid
作者:Hu,Yu; Et Al
参考文献:Chinese Journal Of Chemistry 日期:2006 卷标:24(6) 页码:795-799]

933445-57-9 = 81131-40-0
反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 2 D,Rt1.2 Reagents: Hydrochloric Acid Solvents: Ethyl Acetate; 0 °C; 0 °C -> Rt; Overnight,Rt
标题:Synthesis Of Stereoisomers Of 3-Aminocyclohexanecarboxylic Acid And Cis-3-Aminocyclohexene-5-Carboxylic Acid
作者:Hu,Yu; Et Al
参考文献:Chinese Journal Of Chemistry 日期:2006 卷标:24(6) 页码:795-799]

933445-55-7 = 81131-40-0
反应条件:1.1 Reagents: (S)-1-Phenylethylamine Solvents: Ethylene Glycol,Methyl Ether2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 2 D,Rt2.2 Reagents: Hydrochloric Acid Solvents: Ethyl Acetate; 0 °C; 0 °C -> Rt; Overnight,Rt
标题:Synthesis Of Stereoisomers Of 3-Aminocyclohexanecarboxylic Acid And Cis-3-Aminocyclohexene-5-Carboxylic Acid
作者:Hu,Yu; Et Al
参考文献:Chinese Journal Of Chemistry 日期:2006 卷标:24(6) 页码:795-799]

24424-99-5 + 80573-72-4 = 81131-40-0
反应条件:1.1 Reagents: Triethylamine Solvents: 1,4-Dioxane,Water; 24 H,Rt2.1 Reagents: (S)-1-Phenylethylamine Solvents: Ethylene Glycol,Methyl Ether3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; 2 D,Rt3.2 Reagents: Hydrochloric Acid Solvents: Ethyl Acetate; 0 °C; 0 °C -> Rt; Overnight,Rt
标题:Synthesis Of Stereoisomers Of 3-Aminocyclohexanecarboxylic Acid And Cis-3-Aminocyclohexene-5-Carboxylic Acid
作者:Hu,Yu; Et Al
参考文献:Chinese Journal Of Chemistry 日期:2006 卷标:24(6) 页码:795-799

📜Cis-5-Phthalimidocyclohex-3-Ene-1-Carboxylic Acid置于palladium On Activated Charcoal 氢气,甲胺体系中,用甲醇,水作为反应溶剂,25.0 °C,101.33 Kpa 条件下,反应 98.0H,反应生成 (1S,3R)-3-氨基-环己基羟酸
参考文献:Synthesis Of Analogues Of Gaba. Vi. Stereoisomers Of Cis-3-Aminocyclohexanecarboxylic Acid
标题:Synthesis Of Analogues Of Gaba. Vi. Stereoisomers Of Cis-3-Aminocyclohexanecarboxylic Acid
摘要:介绍了 (1R,3S)-和(1S,3R)-3-氨基环己烷羧酸的合成. 通过适合氚标记的不饱和中间体合成了 (1R,3S)-和 (1S,3R)-3 氨基环己烷羧酸. 通过另一种合成方法确定了(1R,3S)-和(1S,3R) (1R,3S)异构体.(1S,3R) 异构体在抑制大鼠大脑对放射性 Gaba 的摄取方面显示出与 Gaba 相似的效力. 大鼠脑片吸收放射性 Gaba 的抑制剂,而 (1R,3S)异构体的效力至少要低 20 倍.
DOI:10.1071/ch9812231