CAS: 21655-48-1; Cis-2,6-Dimethylpiperazine

该化合物是一种具有管子结骨的循环二次矿,其特点是2和6个位置的精密配置中有两个甲基组,这种立体结构具有独特的反应性,使其成为制药合成中有价值的中间体,特别是用于手工业活性药物成分(APIs)和皮层,其僵硬的相容加强了非对称催化解和金属协调中的选择性.该复合体在标准条件下表现出很高的纯度和稳定性,确保合成应用的一贯性.其实用性扩大到农业化学品和特殊化学品,其结构特性有助于量身定制的分子设计.由于其基本性和潜在刺激性,建议适当处理.

结构式图片

相似化合物

108-49-6 180975-66-0 129779-30-2

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合成工艺路线路线简述

  • 78-90-0 + 57-55-6 = 21655-48-1 + 2815-34-1
    反应条件:1.1C:12354-84-6,C:Nahco3,S:H2O,17 H,140°C
    标题:Iridium-Catalyzed Condensation Of Amines And Vicinal Diols To Substituted Piperazines
    作者:By Lorentz-Petersen,Linda L. R. Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2012 卷标:2012(34) 页码:6752-6759]

    75785-48-7 = 21655-48-1
    反应条件:1.1R:H2,C:Al2O3,C:62067-76-9,S:H2O,1 H,260°C,2 Mpa
    标题:Selective Synthesis Of Cis-2,6-Dimethylpiperazine Catalyzed By A Cu-Cr-Fe/γ-Al2O3 Catalyst
    作者:By Bai,Guoyi Et Al
    参考文献:Applied Catalysis 日期:2004 卷标:277(1-2) 页码:253-258]

    110-97-4 = 21655-48-1 + 21655-49-2
    反应条件:1.1R:H2,R:Nh3,C:Ni,S:Phme
    标题:Method For Selectively Producing Cis-2,6-Dimethylpiperazine
    作者:By Uno,Osamu Et Al
    参考文献:Jpn. Kokai Tokkyo Koho 日期:From Jpn. Kokai Tokkyo Koho,08034773,06 Feb 1996 卷标:08034773 页码:06 Feb 1996]

    55115-95-2 = 21655-48-1
    反应条件:1.1R:Lialh42.1
    标题:Synthesis And Configuration Of Trans-1-Amino-4-Benzyl-2,6-Dimethylpiperazine As An Intermediate Of Semisynthetic Rifamycins
    作者:By Cignarella,Giorgio And Gallo,Gian G.
    参考文献:Journal Of Heterocyclic Chemistry 日期:1974 卷标:11(6) 页码:985-9
📜过氧化乙酰丙酮 在 氨,氢气,镍体系中,200.0 °C,7.55 Mpa 条件下,获得 2,6-Dimethylpiperazine
参考文献:Sasaki,Yuki Gosei Kagaku Kyokaishi,1959,Vol. 17,P. 131,132,135
标题:Sasaki,Yuki Gosei Kagaku Kyokaishi,1959,Vol. 17,P. 131,132,135

海关参考信息

专利信息


专利号:US-7612210-B2
优先权日:2005-12-05
标题:Process for selective synthesis of enantiomers of substituted 1-(2-amino-1-phenyl-ethyl)-cyclohexanols
发明人:MAHANEY PAIGE ERIN; ANTANE MADELENE MIYOKO; SUN JERRY SHUNNENG
权利人:WYETH CORP
摘要:A process for the enantioselective synthesis of an (S)- or (R)-1-[2-dimethylamino)-1-(methoxyphenyl)ethyl]cyclohexanol and analogues or salt thereof are described. The method involves the steps of (a) reacting an (S) or (R) 4-benzyloxazolidinone with a mixed anhydride of a methyoxyphenylacetic acid under conditions which form a oxazolidinone, (4S)- or (4R)-4-benzyl-3-[methyoxyphenyl]acetyl]-oxazolidin-2-one, (b) treating the (4S)- or (4R)-4-benzyl-3-[(methoxyphenyl)acetyl]-1,3-oxazolidin-2-one with an aprotic amine base and titanium chloride in a chlorinated solvent under conditions which permit formation of the corresponding anion, (c) mixing the corresponding anion with titanium chloride and cylcohexanone under conditions which permit an aldol reaction to form the corresponding (4S)- or (4R)-4-benzyl-3-[(2R)-2-(1-hydroxycyclohexyl)-2-(methoxyphenyl)acetyl]-1,3-oxazolidin-2-one,(d) hydrolyzing the (4S)— or (4R)-4-benzyl-3-[(2R)-2-(1-hydroxycyclohexyl)-2-(methoxyphenyl)acetyl]-1,3-oxazolidin-2-one to form a chiral acid (2S or 2R)-(1-hydroxycyclohexyl)-methoxyphenyl)acetic acid, (e) coupling the chiral phenylacid to a secondary amine to form an amide, and (f) reducing the amide to form an (S) or (R) 1[2-dimethylamino)-1-(methoxyphenyl)ethyl]cyclohexanol or a salt thereof.

专利号:US-6603003-B2
优先权日:2000-11-07
标 题 :Method for the preparation of piperazine and its derivatives
发明人:SEBASTIAN SONNY; PATEL HETAL VIRENDRA; THENNATI RAJAMANNAR
权利人:SUN PHARMACEUTICAL IND LTD
摘要:A novel method for the synthesis of piperazine and its derivatives of formula 1,wherein R is selected from hydrogen, or a lower alkyl group having 1 to 6 carbon atoms or a phenylalkyl group the alkyl of which has 1 to 4 carbon atoms;R1 is selected from hydrogen, a methyl group, a phenyl group optionally substituted with an alkyl group having 1 to 6 carbon atoms, or a phenylalkyl group the alkyl of which has 1 to 4 carbon atoms; andR2 is selected from hydrogen, or a methyl group, or a fluoromethyl group;comprising the steps:a. reacting an ester of formula 11 with substituted or unsubstituted ethylenediamine of formula 7 to give 3,4-dehydropiperazine-2-one and its derivatives of formula 12, wherein R, R1, R2 are as defined above and R6 is a C1 to C4 linear or branched alkyl group; andb. reacting the 3,4-dehydro-piperazine-2-one and its derivatives of formula 12 with a reducing agent to yield the piperazine and its derivatives of formula 1.

专利号:US-9284344-B2
优先权日:2012-05-30
标题:Oligonucleotide synthesis method using highly dispersible liquid-phase support
发明人:KIM SHOKAKU; MATSUMOTO MASANORI
权利人:KIM SHOKAKU; MATSUMOTO MASANORI; HOKKAIDO SYSTEM SCIENCE CO LTD
摘要:A nucleic acid synthesis method enabling a reaction in a fluid (flow) with a highly dispersible liquid-phase support to improve coupling efficiency is provided. n The method for synthesizing an oligonucleotide comprising: sequentially condensing and oxidizing a nucleoside phosphoramidite compound in the presence of an acid/azole complex compound using a starting raw material, i.e., hydrophobic group-bonded nucleoside represented by Formula (1): n where R 1 : an alkylene group having 1 to 12 carbon atoms, R 2 : an alkylene group having 1 to 22 carbon atoms, R 3 and R 4 each independently represent an alkyl group having 1 to 22 carbon atoms or the like, R 5 : a single bond or an alkylene group having 1 to 22 carbon atoms, R 6 : each independently an alkyl group having 6 to 30 carbon atoms, n represents an integer of 2 to 6, X represents a hydrogen atom, hydroxyl group, or the like, Y: a protecting group deprotectable under an acidic condition, and Z: an adenyl group, a guanyl group, or the like having a polar group optionally protected by a protecting group,n wherein a condensation reaction is performed by preliminarily dissolving the hydrophobic group-bonded nucleoside or hydrophobic group-bonded oligonucleotide and the nucleoside phosphoramidite compound in a non-polar solvent, and contacting the resulting solution with the acid/azole complex compound or a solution containing the complex compound.

专利号:US-2007135449-A1
优先权日:2005-12-05
标题:Process for selective synthesis of enantiomers of substituted 1-(2-amino-1-phenyl-ethyl)-cyclohexanols

专利号:CA-2629609-A1
优先权日:2005-12-05
标 题 :Process for selective synthesis of enantiomers of substituted 1-(2-amino-1-phenyl-ethyl)-cyclohexanols

专利号:EP-1957470-A1
优先权日:2005-12-05
标 题:Process for selective synthesis of enantiomers of substituted 1-(2-amino-1-phenyl-ethyl)-cyclohexanols

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合成参考文献


摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
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