CAS: 844891-04-9; 1,3,5-Trimethyl-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)-1H-Pyrazole

该化合物是一种二甲酸酯的子-二功能化丙烯衍生物,通常用作有机合成和交叉组合反应的多功能中间体,其主要优点包括四甲基-1,3,2-二氧乙醇保护组的稳定性得到加强,这组保护组比免费的boron酸更能改善处理和储存.该化合物在铃木-Miyaura的配对中特别有用,可促进在制药和农用化学应用中高效地形成C-C债券.固态屏蔽丙烯核心有助于在金属催化变异中进行选择性.其定义完善的结构和持续再活动使它成为构建复杂的循环框架的可靠试剂.

英文名称1,3,5-Trimethyl-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)-1H-Pyrazole
中文名称1,3,5-三甲基-4-(4,4,5,5-四甲基-1,3,2-二氧硼烷-2-基)-1H-吡唑
IUPAC名称1,3,5-trimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
其它别名1,3,5-三甲基-4-(4,4,5,5-四甲基-1,3,2-二氧硼戊环-2-基)吡唑; 2-(1,3,5-Trimethyl-4-Pyrazolyl)-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane
CAS编号844891-04-9
MFCD编号:MFCD06659062
EINECS号:677-047-4
分子式:C12H21BN2O2
分子量:236.12
产品CID: 1833610
产品分类有机原料→分子砌块→芳杂环类化合物→吡唑类化合物

相似结构搜索
InChIKey: IZNGYNMIIVJWSO-UHFFFAOYSA-N
InChI=1S/C12H21BN2O2/c1-8-10(9(2)15(7)14-8)13-16-11(3,4)12(5,6)17-13/h1-7H3…
计算化学: 氢键受体数4.0氢键供体数0.0可旋转键数1.0

相似化合物

847818-62-6 1073354-70-7 1036991-40-8

MSDS等安全信息

GHS象形图
GHS符号GHS07;
注释: Exclamation mark
危险类别特定目标器官毒性 - 单次接触类别3
皮肤腐蚀/刺激类别2
严重眼刺激类别2
严重眼刺激类别2A
警示词Warning(警告)
危险描述H335 |可能引起呼吸道刺激.
H315 |造成皮肤刺激.
H319 |造成严重眼刺激.
防范说明P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
危险品标志Xi,Xn
风险等级Harmful
安全声明26-36/37/39-36-22
危险类别码36/37/38-22
WGK Germany3

欧盟法规

C&L通报

上下游产品

合成工艺路线路线简述

合成目标产物 1,3,5-Trimethyl-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)-1H-Pyrazole 主要起始原料 2-Isopropoxy-4,4,5,5-Tetramethyl-1,3,2-Dioxaborolane
76-09-5 + 847818-62-6 = 844891-04-9
反应条件:1.1 Solvents: Tetrahydrofuran; 2 H,Rt
标题:Synthesis Of Pinacol Esters Of 1-Alkyl-1H-Pyrazol-5-Yl- And 1-Alkyl-1H-Pyrazol-4-Ylboronic Acids
作者:Ivachtchenko,Alexandre V.; Et Al
参考文献:Journal Of Heterocyclic Chemistry 日期:2004 卷标:41(6) 页码:931-939]

15801-69-1 = 844891-04-9
反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -90 °C; < -80 °C; 1 H,-90 °C1.2 Reagents: Trimethyl Borate; 0.5 H,-70 °C; -70 °C -> -15 °C1.3 Reagents: Ammonium Chloride Solvents: Water; Neutralized,-15 °C; -15 °C -> Rt; 1 H,Rt2.1 Solvents: Tetrahydrofuran; 2 H,Rt
标题:Synthesis Of Pinacol Esters Of 1-Alkyl-1H-Pyrazol-5-Yl- And 1-Alkyl-1H-Pyrazol-4-Ylboronic Acids
作者:Ivachtchenko,Alexandre V.; Et Al
参考文献:Journal Of Heterocyclic Chemistry 日期:2004 卷标:41(6) 页码:931-939]

3398-16-1 = 844891-04-9
反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Ethanol; 1.5 H,Reflux2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane; -90 °C; < -80 °C; 1 H,-90 °C2.2 Reagents: Trimethyl Borate; 0.5 H,-70 °C; -70 °C -> -15 °C2.3 Reagents: Ammonium Chloride Solvents: Water; Neutralized,-15 °C; -15 °C -> Rt; 1 H,Rt3.1 Solvents: Tetrahydrofuran; 2 H,Rt
标题:Synthesis Of Pinacol Esters Of 1-Alkyl-1H-Pyrazol-5-Yl- And 1-Alkyl-1H-Pyrazol-4-Ylboronic Acids
作者:Ivachtchenko,Alexandre V.; Et Al
参考文献:Journal Of Heterocyclic Chemistry 日期:2004 卷标:41(6) 页码:931-939]

15801-69-1 + 185990-03-8 = 844891-04-9 + 387353-95-9
反应条件:1.1 Reagents: Potassium Methoxide Solvents: Methyl Ether; 10 Min,30 °C1.2 30 °C; 1 H,30 °C
标题:Boryl Substitution Of Functionalized Aryl-,Heteroaryl- And Alkenyl Halides With Silylborane And An Alkoxy Base: Expanded Scope And Mechanistic Studies
作者:Yamamoto,Eiji; Et Al
参考文献:Chemical Science 日期:2015 卷标:6(5) 页码:2943-2951

3,5-二甲基-4-溴吡唑置于氢氧化钾,正丁基锂,4 A Molecular Sieve体系中,用四氢呋喃,乙醇,正己烷作为反应溶剂,化学反应 6.0H,反应生成 1,3,5-三甲基-1H-吡唑-4-硼酸频哪醇酯
参考文献:1-烷基-1 H-吡唑-5-基和1烷基-1 H-吡唑-4-基硼酸频哪醇酯的合成
标题:1-烷基-1 H-吡唑-5-基和1烷基-1 H-吡唑-4-基硼酸频哪醇酯的合成
摘要:从1 H-吡唑开始,合成并表征了多种1-烷基-1 H-吡唑-4-基和1-烷基-1 H-吡唑-5-基硼酸及其频哪醇酯.所述方法中的关键步骤是吡唑环的区域选择性锂化.合成的松果酸酯在长期保存下是稳定的,可以用作有机合成中的方便试剂.
DOI:10.1002/jhet.5570410612

海关参考信息

2905122000-异丙醇
2905143000-叔丁醇
2905310000-1,2-乙二醇
2905320000-1,2-丙二醇
💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
详情请参考：📖 海关编码查询和海关进出口税则

专利信息

专利号:US-9839642-B2
优先权日:2014-05-09
标题:Beta-tetrazolyl-propionic acids as metallo-beta-lactamase inhibitors
发明人：TANG HAIFENG; YANG SHU-WEI; MANDAL MIHIR; SU JING; LI GUOQING; PAN WEIDONG; TANG HAIQUN; DEJESUS REYNALDA; PAN JIANPING; HAGMANN WILLIAM; DING FA-XIANG; XIAO LI; PASTERNAK ALEXANDER; HUANG YUHUA; DONG SHUZHI; YANG DEXI
权利人:MERCK SHARP & DOHME
摘要:The present invention relates to compounds of formula I that are metallo-Î²-lactamase inhibitors, the synthesis of such compounds, and the use of such compounds for use with Î²-lactam antibiotics for overcoming resistance.

专利号:WO-2010065383-A1
优先权日:2008-11-25
标题 :Calcilytic compounds
发明人：CASILLAS LINDA N; CHARNLEY ADAM KENNETH; HARRIS PHILIP ANTHONY; JEONG JAE U; MARQUIS ROBERT W; RAMANJULU JOSHI M; TROUT ROBERT
权利人:GLAXOSMITHKLINE LLC; CASILLAS LINDA N; CHARNLEY ADAM KENNETH; HARRIS PHILIP ANTHONY; JEONG JAE U; MARQUIS ROBERT W; RAMANJULU JOSHI M; TROUT ROBERT
摘要:Novel calcilytic compounds, pharmaceutical compositions, methods of synthesis and methods of using them are provided.