CAS: 25501-32-0; (S)-2,3-Dihydro-1H-Inden-1-Ol

该化合物是一种属于异丹醇类的手性有机化合物,是异丹醇的衍生物,该化合物具有与异丹醇结构相连的氢氧基(-OH),特别是在1位置,有助于其独特的特性.S(+)-1-indanol的特征是其光学活性,这意味着它能够因其手性中心而旋转飞机极光,它一般是一种无色的黄色液体或固体,取决于其纯度和形态.该化合物在有机溶剂中溶解,并且水溶解度有限.S(+)-1-因丹醇在包括药品和有机合成在内的各个领域都具有兴趣,因为它有可能在培养动性催化剂和中间体中发挥作用.其立体化学学在生物系统中的再活性和相互作用中发挥着至关重要的作用,使它成为研究不对称合成和药化学研究的宝贵化合物.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号6351-10-6 1-茚醇 | CAS号83-33-0 1-茚酮 | CAS号68567-23-7 acetic acid,(1S... | CAS号638-11-9 丁酸异丙基酯 | CAS号95-13-6 茚 | CAS号496-11-7 茚满 | CAS号144-79-6 二苯基甲基氯硅烷 | CAS号994-30-9 三乙基氯硅烷 | CAS号768-33-2 二甲基苯基氯硅烷 | CAS号108-22-5 醋酸异丙烯酯 | CAS号83-33-0 1-茚酮 | CAS号697-64-3 R-(-)-1-茚酚 | CAS号6351-10-6 1-茚醇

合成工艺路线路线简述

    1-茚酮置于c32H41Crn3O2Si,C7H14O4Si,Potassium Carbonate体系中,用 甲苯,甲醇 用作溶剂,化学反应 3.0H,以89%的收率获得(S)-(+)-1-茚醇
    参考文献:开放的d壳增强了3D金属催化的活性空间:高度对映选择性的铬(II)夹钳催化的酮的氢化硅烷化†
    标题:开放的d壳增强了3D金属催化的活性空间:高度对映选择性的铬(II)夹钳催化的酮的氢化硅烷化†
    摘要:双(恶唑啉基二甲基甲基)吡咯(pdmbox)立体定向配体为铬(II)催化的酮的高对映选择性氢化硅烷化提供了关键.发现一种稀有的方形平面手性铬(II)烷基络合物可作为有效的预催化剂,用于还原各种芳基烷基和二烷基酮衍生物.铬的开放d 4壳的立体电子偏好(II)将分子催化剂牢牢地锁定在正方形平面几何形状中,从而产生了配位球的两个封闭象限.在温和的反应条件(−40oc至室温)和低催化剂负载量(低至0.5 Mol%)下,这种富含地球的贱金属催化平台可产生优异的分离收率,高达98%ee的相应手性醇.
    Doi:10.1039/c8Cc05172K

    海关参考信息

    专利信息


    专利号:US-9388147-B2
    优先权日:2009-11-13
    标题 :Selective sphingosine 1 phosphate receptor modulators and methods of chiral synthesis
    发明人:MARTINBOROUGH ESTHER; BOEHM MARCUS F; YEAGER ADAM RICHARD; TAMIYA JUNKO; HUANG LIMING; BRAHMACHARY ENUGURTHI; MOORJANI MANISHA; TIMONY GREGG ALAN; BROOKS JENNIFER L; PEACH ROBERT; SCOTT FIONA LORRAINE; HANSON MICHAEL ALLEN
    权利人:RECEPTOS INC; CELGENE INTERNAT II SÃ RL
    摘要:Compounds that selectively modulate the sphingosine 1 phosphate receptor are provided including compounds which modulate subtype 1 of the S1P receptor. Methods of chiral synthesis of such compounds are provided. Uses, methods of treatment or prevention and methods of preparing inventive compositions including inventive compounds are provided in connection with the treatment or prevention of diseases, malconditions, and disorders for which modulation of the sphingosine 1 phosphate receptor is medically indicated.

    专利号:US-9394264-B2
    优先权日:2009-11-13
    标 题:Sphingosine 1 phosphate receptor modulators and methods of chiral synthesis
    发明人:MARTINBOROUGH ESTHER; BOEHM MARCUS F; YEAGER ADAM RICHARD; TAMIYA JUNKO; HUANG LIMING; BRAHMACHARY ENUGURTHI; MOORJANI MANISHA
    权利人:RECEPTOS INC
    摘要:Compounds that selectively modulate the sphingosine 1 phosphate receptor are provided including compounds which modulate subtype 1 of the S1P receptor. Methods of chiral synthesis of such compounds are provided. Uses, methods of treatment or prevention and methods of preparing inventive compositions including inventive compounds are provided in connection with the treatment or prevention of diseases, malconditions, and disorders for which modulation of the sphingosine 1 phosphate receptor is medically indicated.

    专利号:US-7476757-B2
    优先权日:2005-02-22
    标 题:Process for the synthesis of enantiomeric indanylamine derivatives
    发明人:BOULTON LEE TERENCE; LENNON IAN CAMPBELL; BAHAR ELIEZER
    权利人:TEVA PHARMA
    摘要:A process for manufacturing (R)-propynylaminoindans, and alternatively, a process for manufacturing (S)-propynylaminoindans. The chiral propynylaminoindans include alkoxy or alkylcarbamates derivatives. The process comprises transfer or pressure hydrogenation in the presenc of an optically active catalyst to reduce 1-indanones. The chiral product, either (S)- or (R)-indanols undergo nucleophilic substitution to produce the named product. In an additional aspect, the invention relates to novel intermediates and compounds, namely, substituted indanones, substituted (S)-indanols and substituted (R)-indanols.

    专利号:US-2006199974-A1
    优先权日:2005-02-22
    标 题:Process for the synthesis of enantiomeric indanylamine derivatives

    专利号:US-2008200720-A1
    优先权日:2005-02-22
    标题:Process for the synthesis of enantiomeric indanylamine derivatives

    专利号:US-7375249-B2
    优先权日:2005-02-22
    标 题:Process for the synthesis of enantiomeric indanylamine derivatives
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    主要参考文献

    参考标题:Synthesis Of11C-Labeled Sulfonyl Carbamates Through A Multicomponent Reaction Employing Sulfonyl Azides, Alcohols, And [11C]Co
    作者:Marc Y. Stevens,Shiao Y. Chow,Sergio Estrada,Jonas Eriksson,Veronika Asplund,Anna Orlova,Bogdan Mitran,Gunnar Antoni,Mats Larhed,Ola åberg,Luke R. Odell |发布日期:2016.12
    摘要:We Describe The Development Of A New Methodology Focusing On 11C‐labeling Of Sulfonyl Carbamates In A Multicomponent Reaction Comprised Of A Sulfonyl Azide, An Alkyl Alcohol, And [11C]Co. A Number Of 11C‐labeled Sulfonyl Carbamates Were Synthesized And Isolated, And The Developed Methodology Was Then Applied In The Preparation Of A Biologically Active Molecule. The Target Compound Was Obtained In 24+/-10 %

    合成参考文献


    摘要:Matsunami, A.; Kayaki, Y.; Ikariya, T., Science of Synthesis: Catalytic Reduction in Organic Synthesis, (2018) 2, 55.
    摘要:de Figueiredo, R. M., Science of Synthesis: Knowledge Updates, (2024) 2, 265.
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