CAS: 28290-41-7; (E, E)-Farnesyl Bromide

该化合物其结构特征为:包括一个具有多环双环环环碳氢化合物的法兰西集团,其结构具有多环双环联,与溴原子相连接,该化合物一般是淡黄色液体的无色物质,由于存在溴原子,其反应性可闻,可参与各种化学反应,包括核生殖器替代,经常用于有机合成,并作为生产更复杂的分子的中间体.该化合物在有机溶剂中可溶解,但水溶性有限,反映其疏水性.此外,转式,跨方溴可能会展示生物活动,使其对医药化学和生物化学感兴趣.在处理该物质时,应采取安全防范措施,因为吸入或摄取该物质可能会对健康造成危害,并应使用适当的个人防护设备来减少接触.

结构式图片

相似化合物

5389-87-7 18794-84-8 6138-90-5

欧盟法规

ECHA物质C&L通报

上下游产品

(Z)-Neryl Bromide 25996-10-5
Geranyl Bromide 6138-90-5
香叶基溴 Trans-Geranyl Bromide 6138-90-5
金合欢醇 Farnesol 4602-84-0
Farnesol 56194-28-6
反式,反式-金合欢醇 Farnesol 106-28-5
Farnesal 502-67-0
(3E)-4,8-二甲基壬-1,3,7-三烯 (E)-4,8-Dimethylnona-1,3,7-Triene 19945-61-0 Pseudo-Ionone 689-67-8 Trans Geranyl Acetone 3796-70-1

合成工艺路线路线简述

    金合欢醇置于吡啶,三溴化磷体系中,用 乙醚 用作溶剂,化学反应生成反,反-法呢基溴
    参考文献:(+/-)-角鲨烯醇,(+/-)-戊烯醇和结构上相关的化合物的合成
    标题:(+/-)-角鲨烯醇,(+/-)-戊烯醇和结构上相关的化合物的合成
    摘要:对于环丙烷环合成的碱催化加成-消除方法的立体化学,采用β γ不饱和苯基砜和αβ不饱和酯,已审查.的烯烃几何β γ不饱和砜被保留在产品中,和不饱和侧链和酯官能团出现反式围绕该环,具有相当大的立体选择性.另一方面,αβ-不饱和酯的双键的几何形状在阴离子加成产物中达到平衡.因此,基于原始αβ-不饱和酯的几何形状,在没有立体选择偏好的情况下产生了所得的环丙烷.这项工作已导致合成乙基2,2-二甲基-反式-3-[(1E,5 E)-2,6,10-三甲基十一碳烯-1,5,9-三烯基]环丙烷羧酸盐(40)和相应的环丙基甲醇(42),代表角鲨烯分子的一侧,和对c-2差向异构二萜类化合物2-[((e))-4,8-二甲基壬基-3,7-二烯基]-2-甲基-反式-3-(2-甲基丙-1-烯基)环丙烷羧酸酯(44)和(45)以及相应的醇(47)和(48),代表角鲨烯分子的另一侧.还研究了较低的异戊二烯.
    Doi:10.1039/p19750000897

    海关参考信息

    专利信息


    专利号:US-6750049-B1
    优先权日:1999-03-23
    标题 :Synthesis of 1,2,3,4-tetrahydroxybenzenes and 1,2,3-trihydroxybenzenes using myo-inositol-1-phosphate synthase and myo-inositol 2-dehydrogenase
    发明人:FROST JOHN W; HANSEN CHAD A
    权利人:UNIV MICHIGAN STATE
    摘要:A bioengineered synthesis scheme for the production of 1,2,3,4-tetrahydroxybenzene from a carbon source is provided. Methods of producing 1,2,3,4-tetrahydroxybenzene from a carbon source based on the synthesis scheme are also provided. Methods are also provided for converting 1,2,3,4-tetrahydroxybenzene to 1,2,3-trihydroxybenzene by catalytic hydrogenation.

    专利号:US-9464021-B2
    优先权日:2013-11-01
    标题 :Method of preparation of stereospecific quinone derivatives
    发明人:MEHTA DILIP S; MOHAN PRIYA; SHASTRI MAYANK; REID TED
    权利人:MEHTA DILIP S; MOHAN PRIYA; SHASTRI MAYANK; REID TED
    摘要:The description provides processes for the regio and stereospecific synthesis of polyprenylatedquinone derivatives, such as Vitamin K1, K2 and Ubiquinone, exploiting dithioacetals, especially 1,3-dithiane, mediated Umpolung chemistry which works along a new concept “Inhibiting resonance delocalization (IRD)â€? to overcome isomerization generated due to delocalization of allyliccarbanion on the Ï€-electron cloud of an allylic systems by the conventional synthesis.

    专利号:US-3983177-A
    优先权日:1971-06-24
    标 题 :Process for the preparation of unsaturated ketones
    发明人:GRARD CHARLES
    权利人:RHONE POULENC SA
    摘要:Ketones, which are intermediates in the synthesis of vitamin A or perfumes, and have the general formula: R2R3 ¦¦ CCH2CR6O (I) ANGLE ANGLE ANGLE ¦ PARALLEL R1--CH2CHCHC-CH2-C-C-R8 n¦¦¦ R4R5R7 wherein R1 is hydrogen or C1-10 hydrocarbon, R2 and R3 are hydrogen or C1-4 alkyl, R4 and R5 are hydrogen or together form a -CH2-CH2-C(CH3)2- group, R6 and R7 are hydrogen or C1-10 hydrocarbon, or together with the carbon atom to which they are joined form a hydrocarbon ring of up to 10 carbons, or ¦ R6-C-C-R8 ¦ PARALLEL R7O forms a hydrocarbon ring of up to 10 carbons joined through R6 and R8 or R7 and R8, R8 is hydrogen or C1-10 hydrocarbon and n is 0-6, are prepared by reacting an unsaturated halide of formula R2R3 ¦¦ CCH2CCH2X (II) ANGLE ANGLE ANGLE ¦ R1--CH2CHCHC n¦¦ R4R5 wherein X is halogen, with an enol ester of formula R6 ANGLE C=C-R8 (III) ¦ R7OOC-R9 wherein R9 is C1-20 hydrocarbon, in the presence of a metal catalyst.

    专利号:US-2004249219-A1
    优先权日:2000-07-05
    标题 :Method of making teprenone
    发明人:SAUCY GABRIEL G
    摘要:The invention is directed to an efficient and economical method of making teprenone. Teprenone is synthesized by converting geranylgeraniol to teprenone by a novel route. The method of synthesis can begin with geranylgeraniol obtained from a biological source such as fermentation of a microorganism capable of producing geranylgeranyl or enzymatic synthesis in a cell free system to produce predominantly the 5E isomer of teprenone. The chemical synthesis proceeds with retention of configuration such that the teprenone produced has the isomeric configuration of the geranylgeraniol starting material.

    专利号:WO-0056911-A1
    优先权日:1999-03-23
    标题 :Synthesis of 1,2,3,4-tetrahydroxybenzenes and 1,2,3-trihydroxybenzenes using myo-inositol-1-phosphate synthase and myo-inositol 2-dehydrogenase

    专利号:US-2004209337-A1
    优先权日:1999-03-23
    标 题 :Synthesis of 1,2,3,4-tetrahydroxybenzenes from biomass-derived carbon
    重庆卡兰医药有限公司
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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:Convergent Synthesis Of Menaquinone-7 (Mk-7)
    作者:Aneta Baj,Piotr Wałejko,Andrzej Kutner,łukasz Kaczmarek,Jacek W. Morzycki,Stanisław Witkowski |发布日期:2016.6.17
    摘要:A Practical Synthesis Of Menaquinone-7 (Mk-7, Vitamin K2) In The All-Trans Form Was Designed. Stereoselective Synthesis Of Mk-7 Was Achieved Through A "1 + 6" Convergent Strategy By Condensation Of Two Building Blocks, Menadione Monoprenyl Derivative (Fragment "1") With Hexaprenyl Bromide (Fragment "6", 82%). Pd-Catalyzed Desulfonation With Liet3Bh (78%) Was Followed By Oxidation Of The Hydroquinone

    合成参考文献


    参考文献:10.1385/1-59259-813-7:221
    摘要:Heinemann I, Völkert M, Waldmann H. Synthesis of lipidated peptides. Methods Mol Biol. 2004;283():221–32. doi: 10.1385/1-59259-813-7:221.
    参考文献:10.1007/978-94-010-9060-5_24
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