CAS: 93-56-1; 1-Phenylethane-1,2-Diol

该化合物是二氧化锡的手性二醇衍生物,通常用作有机合成和制药应用的中间体,其种族形式包括(R)-和 (S) 抗生素, 使其能用于立体化学研究和非对称催化. 化合物的双功能性氢氧基化合物组得以在聚合, 交叉连接和作为精细化学的前体使用. 它在温和溶剂溶剂中的稳定性有利于实验室和工业环境中的处理. 兰克-斯泰伦-古尔-古尔在生产乳液,树和特殊聚合物方面特别宝贵, 提供了反应和结构灵活性的平衡.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

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CAS号611-71-2 扁桃酸 | CAS号292638-84-7 phenylene-ethylene | CAS号582-24-1 2-羟基苯乙酮 | CAS号4358-87-6 DL-扁桃酸甲酯 | CAS号100-52-7 苯甲醛 | CAS号1074-12-0 苯基丙醇水合物 | CAS号2043-61-0 环己烷甲醛 | CAS号96-09-3 氧化苯乙烯 | CAS号67-56-1 甲醇 | CAS号1075-20-3 4-phenyl-1,3-di... | CAS号4432-34-2 2-吗啉-1-苯乙醇 | CAS号50-00-0 甲醛 | CAS号4714-62-9 N-甲基-4-氰基苯胺 | CAS号100-52-7 苯甲醛 | CAS号1197-19-9 4-(二甲胺基)苄腈 | CAS号5271-26-1 2-苯基哌嗪 | CAS号98-85-1 苏合香醇 | CAS号147441-61-0 (R)-2,2-dimethy... | CAS号147441-62-1 (4S)-2,2-dimeth...

合成工艺路线路线简述

  • 合成目标产物 1-Phenyl-1,2-Ethanediol 主要起始原料 Methyl Benzoylformate
  • (文献来源)合成步骤主要原料 Methyl Benzoylformate
苯乙烯置于n,N'-Ethane-1,2-Diyl-N,N'-[3,5-Bis[3,5-Bis(3,5-Dimethoxybenzyloxy)Benzyloxy]Benzyloxy]-N,N,N',N'-Tetramethylammonium Dibromide,C120H134N2O28(2+)*o4Os(2-),水,N-甲基吗啉氧化物体系中,用 乙腈 作为反应溶剂,以92%的收率获得产物苯基乙二醇
参考文献:可回收的树枝状催化剂,用于烯烃的均相二羟基化
标题:可回收的树枝状催化剂,用于烯烃的均相二羟基化
摘要:通过离子交换技术,通过混合k 2 Oso 4制备了一系列渗透酸(oso 4 2-)核心树枝状大分子双(季铵溴化)核心树状聚合物,其由聚(苄基醚)树突组成.通过使用渗透性核树枝状聚合物作为均相催化剂,烯烃的二羟基化反应迅速进行,并且通过再沉淀回收树枝状催化剂,然后再使用.此外,观测到树枝状对催化剂的可循环性的影响.在不对称二羟基化反应的情况下,以高化学收率得到适当的对映体过量(ee)的相应的二醇.在这种情况下,不仅树状的catalyst催化剂,而且手性配体也可以通过再沉淀而回收,并且可以有效地重复使用多达五次.
DOI:10.1016/j.Tet.2010.08.062

海关参考信息

专利信息


专利号:US-6403793-B2
优先权日:2000-06-12
标 题 :Intramolecular glycosidation process for the synthesis of (2R, 2-alpha-R, 3a)-2-[1-(3,5- bis (trifluoromethyl) phenyl)ethoxy]-3-(4-fluorophenyl)-1,4-oxazine
发明人:PYE PHILIP J; ROSSEN KAI
权利人:MERCK & CO INC
摘要:The present invention is concerned with novel processes for the preparation of (2R-cis)-2-[[1-[3.5-bis(trifluoromethyl)phenyl]ethenyl]oxy]-3-(4-fluorophenyl)-4-(phenylmethyl) mopholine. This compound is useful as an intermediate in the synthesis of compounds which possess pharmacological activity.

专利号:US-6780810-B2
优先权日:2002-03-13
标题:Multifunctional catalyst useful in the synthesis of chiral vicinal diols and process for the preparation thereof, and process for the preparation of chiral vicinal diols using said multifunctional catalysts
发明人:CHOUDARY BOYAPATI MANORANJAN; CHOWDARI NAIDU SREENIVASA; MADHI SATEESH; KANTAM MANNEPALLI LAKSHMI
权利人:COUNCIL SCIENT IND RES
摘要:The present invention relates to a multifunctional reusable catalyst and to a process for the preparation thereof on a single matrix of the support to perform multicomponent reaction in a single pot. The multifunctional catalysts of the invention are useful for the synthesis of chiral vicinal diols by tandem and/or simultaneous reactions involving Heck coupling, N-oxidation and AD reaction of olefins in presence of cinchona alkaloid compounds both as an native one and immobilized one in the said matrix support. This invention also relates to a process for preparing vicinal diols by asymmetric dihydroxylation of olefins in presence of cinchona alkaloid compounds employing reusable multifunctional catalysts as heterogeneous catalysts in place of soluble osmium catalysts.

专利号:US-2023398527-A1
优先权日:2020-10-15
标 题 :Acridinium-based photoredox catalysts, synthesis and use thereof in oxidative cleavage of c-o bonds
发明人:SOULÉ JEAN-FRANÇOIS
权利人:UNIV RENNES; CENTRE NAT RECH SCIENT; ECOLE NAT SUPERIEURE DE CHIMIE; INSTITUT NAT DES SCIENCES APPLIQUEES DE RENNES
摘要:The present invention belongs to the field of catalytic chemistry, and more specifically to catalysed oxidation of lignin. It also relates to synthesis of catalyst compounds. n The present invention relates to new acridinium-based photoredox catalyst compounds and their use thereof in a chemical reaction, preferably in depolymerisation of lignin models and ultimately lignin. The invention also relates to the method of synthesis of the new acridinium-based photoredox catalyst compounds according to the invention.

专利号:WO-9531425-A1
优先权日:1994-05-16
标 题 :Novel co-ordinated metal/boron compounds as biocides, their methods of synthesis, their use and their formulation
发明人:MAYNARD NIGEL PAUL
权利人:MAYNARD NIGEL PAUL
摘要:The invention includes the synthesis of multivalent metal complexes with boron containing complex organic anions. The complexes include or may include ligands. Complexes capable of being so synthesised are also disclosed as is their use as biocides which fix owing to low aqueous solubility. Intermediates of the process or complexes of the process (after heating or when provided with ligands low on the series) are also useful to strip multivalent metal cations or ligand forming compounds from an aqueous phase (usually by the movement of the complex with the attached multivalent metal cations or ligands into an organic solvent phase), thereby completing the synthesis.

专利号:US-6630602-B1
优先权日:1998-04-16
标题 :Propylisopropyl acetic acid and propylisopropyl acetamide stereoisomers, a method for their synthesis and pharmaceutical compositions containing them
发明人:BIALER MEIR; SPIGELSTEIN OFER; YAGEN BORIS
权利人:YISSUM RES DEV CO
摘要:The present invention relates to racemic propylisopropyl acetic acid and propylisopropyl acetamide and their isomers in their racemic and stereospecific forms, for use in treatment of neurological and psychotic disorders, and affective disorders and to treat pain, headaches and migraines. The isomers are of the compound formula I:wherein R1 is a methyl or ethyl group; R2 is H, methyl or an ethyl group; R3 is ethyl or a propyl group; and R4 is a hydroxyl or amide group; and the total number of carbon atoms in said compound is 8, provided that when R1 is a methyl group and R4 is an amide group, R2 and R3 are not ethyl, further provided that when R1 is an ethyl and R4 a hydroxyl group, only stereoisomers of the compound are referred to. The present invention further relates to a method for the stereoselective synthesis of the 2S and 2R stereoisomer of PID and PIA. The present invention also relates to pharmaceutical compositions containing as an active ingredient a racemic mixture or stereoisomers of the compounds of the general formula (I), which are useful for the treatment of neurological and psychotic disorders, and affective disorders and to treat pain, headaches and migraines.

专利号:US-6969732-B2
优先权日:1999-04-12
标 题 :Propylisopropyl acetic acid and propylisopropyl acetamide stereoisomers, a method for their synthesis and pharmaceutical compositions containing them
发明人:BIALER MEIR; SPIGELSTEIN OFER; YAGEN BORIS
权利人:YISSUM RES DEV CO
摘要:The present invention relates to racemic propylisopropyl acetic acid and propylisopropyl acetamide and their isomers in their racemic and stereospecific forms, for use in treatment of neurological and psychotic disorders, and affective disorders and to treat pain, headaches and migraines. The isomers are of the compound formula I n n R 1 is a methyl or ethyl group; R 2 is H, methyl or an ethyl group; R 3 is ethyl or a propyl group; and R 4 is a hydroxyl or amide group,n nand the total number of carbon atoms in said compound is 8, provided that when R1 is a methyl group and R4 is an amide group, R2 and R3 are not ethyl, further provided that when R1 is an ethyl and R4 a hydroxyl group, only stereoisomers of the compound are referred to.n nn The present invention further relates to a method for the stereoselective synthesis of the 2R stereoisomer of PID and PIA. The present invention also relates to pharmaceutical compositions containing as an active ingredient a racemic mixture or stereoisomers of the compounds of the general formula (I), which are useful for the treatment of neurological and psychotic disorders, and affective disorders and to treat pain, headaches and migraines.
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主要参考文献

[参考文献]: Fangwei Zhang, Et Al. Oxidation Of 1-Phenylethane-1,2-Diol To 2-Hydroxy-1-Phenylethan-1-One Catalyzed By Gold Nanocrystals. Chemistryselect. Volume 3, Issue 48 P. 13638-13640
[参考文献]: F Cedrone, Et Al. Colorimetric Assays For Quantitative Analysis And Screening Of Epoxide Hydrolase Activity. Biotechnol Lett. 2005 Dec;27(23-24):1921-7.
[参考文献]: Hee Sook Kim, Et Al. Biosynthesis Of (R)-Phenyl-1,2-Ethanediol From Racemic Styrene Oxide By Using Bacterial And Marine Fish Epoxide Hydrolases. Biotechnol Lett. 2008 Jan;30(1):127-33.
[参考文献]: Jin-Zhao Wang, Et Al. Simultaneous Determination Of Phenylglyoxylic Acid, Mandelic Acid, Styrene Glycol And Hippuric Acid In Primary Culture Of Rat Hepatocytes Incubate By High-Performance Liquid Chromatography. Biomed Chromatogr. 2007 May;21(5):497-501.
[参考文献]: Qingsen Hu, Et Al. Enhancement Of Candida Parapsilosis Catalyzing Deracemization Of (R,S)-1-Phenyl-1,2-Ethanediol To Its (S)-Enantiomer By A Highly Productive "Two-In-One" Resin-Based In Situ Product Removal Strategy. Bioresour Technol. 2010 Nov;101(21):8461-3.

合成参考文献


参考文献:10.1007/s10295-005-0062-3
摘要:Liu Y, Sha Q, Wu S, Wang J, Yang L, Sun W. Enzymatic resolution of racemic phenyloxirane by a novel epoxide hydrolase from Aspergillus niger SQ-6 and its fed-batch fermentation. Journal of Industrial Microbiology & Biotechnology. 2005 Dec 01;33(4):274–82. doi: 10.1007/s10295-005-0062-3.
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