CAS: 6372-14-1; (S)-2-(Cbz-Amino)-3-Phenyl-1-Propanol

该化合物是有机化合物,其结构特征是含有苯丙烯衍生物,含有苯氧基碳基(Z)保护组,该化合物一般是白色的,白色的和非白色的固体,可溶于甲醇和二氯甲烷等有机溶剂,但在水中溶解性有限,它通常作为氨基生物组的保护组用于浸渍合成,促进分子中其他反应点的选择性功能化; 苯丙基碳氟基集团的存在,加强了氨基组在各种化学反应中的稳定性,使其成为有机合成和制药发展的宝贵中间体; 此外,N-苯丙氧基-碳基-L-苯硝醇由于存在L-联苯基苯基氮基,可能影响其生物活动和生物化学系统中的互动; 妥善处理和储存条件至关重要,因为它具有潜在的再活动性,而且实验室环境需要安全防范.

结构式图片

相似化合物

106454-69-7 129397-83-7 3182-95-4

上下游产品

CAS号1161-13-3 N-苄氧羰基-L-苯丙氨酸 | CAS号13139-17-8 苯甲氧羰酰琥珀酰亚胺 | CAS号3182-95-4 L-苯丙氨醇 | CAS号501-53-1 氯甲酸苄酯 | CAS号35909-92-3 (S)-2-(((苄氧基)羰基... | CAS号28709-70-8 N-苄氧羰酰基-D-苯丙氨酸 | CAS号55740-07-3 (4S)-4-benzyl-5... | CAS号59830-60-3 N-苄氧羰基-L-苯丙氨醛 | CAS号3182-95-4 L-苯丙氨醇 | CAS号1161-13-3 N-苄氧羰基-L-苯丙氨酸 | CAS号2448-45-5 N-CBZ-D-苯丙氨酸 | CAS号856570-20-2 s-2-CBz基-3-苯基丙磺酸 | CAS号59830-60-3 N-苄氧羰基-L-苯丙氨醛 | CAS号63-91-2 L-苯丙氨酸 | CAS号13122-99-1 N-(N-((苯基甲氧基)羰基... | CAS号37700-64-4 Z-PHE-GLY-GLY-OH

合成工艺路线路线简述

    N-苄氧羰基-L-苯丙氨酸置于sodium Tetrahydroborate,N,N-Dimethylchloromethyleniminium Chloride体系中,化学反应生成 Z-L-苯丙氨醇
    参考文献:使用 N,N-二甲基氯甲基亚铵氯化物和硼氢化钠化学选择性地将羧酸还原为醇
    标题:使用 N,N-二甲基氯甲基亚铵氯化物和硼氢化钠化学选择性地将羧酸还原为醇
    摘要:建立了一种使用n,N-二甲基氯亚甲基氯化铵和硼氢化钠将羧酸直接转化为醇的新方法.该方法实现了具有官能团(例如卤化物,酯,腈和烯烃)的羧酸的化学选择性还原.
    DOI:10.1246/cl.1983.835

    海关参考信息

    专利信息


    专利号:US-8987504-B2
    优先权日:2010-06-18
    标题 :Aminohydroxylation of alkenes
    发明人:MEE SIMON PETER HAROLD; LUXENBURGER ANDREAS; HARRIS LAWRENCE DANIEL
    权利人:MEE SIMON PETER HAROLD; LUXENBURGER ANDREAS; HARRIS LAWRENCE DANIEL; VICTORIA LINK LTD
    摘要:The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.

    专利号:US-5530124-A
    优先权日:1994-06-30
    标 题:Method for preparing cyclic ureas and their use for the synthesis of HIV protease inhibitors
    发明人:RADESCA LILIAN A; HARRIS GREGORY D; WAT EDWARD K W; WALTERMIRE ROBERT E
    权利人:DU PONT MERCK PHARMA
    摘要:This invention provides improved synthetic processes for the preparation of hydroxy-protected cyclic urea compounds of Formula (IX), ##STR1## which are useful as intermediates for the preparation of cyclic urea human immunodeficiency virus (HIV) protease inhibitors, from N-protected aminoaldehydes. The processes of the present invention provide high yields, can be conducted on multikilogram scale, and eliminate the need for chromatographic purification of intermediates or final product.

    专利号:US-5744611-A
    优先权日:1994-09-03
    标题 :Process for the reduction of amino acids and the derivatives thereof
    发明人:KOTTENHAHN MATTHIAS; DRAUZ KARLHEINZ; HILPERT HANS
    权利人:DEGUSSA; HOFFMANN LA ROCHE
    摘要:A process is disclosed for reducing amino acids and derivatives thereof Compounds of formula (I), in which n=0 or 1 and R 1 , R 2 , R 3 , R 4 , R 5 and R 6 have the meanings given in the description, are reduced to the corresponding amino alcohols of formula (II): the formula (I) compounds are converted in a first step, in at least one alcohol and with the addition of acid and heat to an ester, this process producing a reaction mixture containing the ester; the ester is converted in a second reaction step with alkali or alkaline earth borohydride to compounds of formula II. By specifying that the second step be carried out without isolating the ester from the reaction mixture and by using alkali or alkaline earth borohydrides which are not activated, the invention facilitates the production from amino acids and their derivatives of the correponding alcohols in a simple 'single vessel' process, with high yields and in such a way as to preserve a given centre of chirality. Applications: synthesis components, preparation of optically active compounds splitting of racemic compounds. ##STR1##

    专利号:US-5322963-A
    优先权日:1991-02-05
    标 题 :Method for preparing α-amino-β, δ-diol derivatives
    发明人:SHIBATA SAIZO; SHIRAKAWA EIJI; YAMADA YASUKI; ANDO KOJI; UCHIDA ITSUO
    权利人:JAPAN TOBACCO INC
    摘要:Intermediate compounds (formula [III]and [IV]) useful as starting materials for the synthesis of amino acid derivatives which have renin inhibitory activity and which are useful as remedies for hypertension are prepared stereoselectively in high yield, without requiring complicated process steps. In this method, by reaction of α-amino aldehyde derivative [I] and compound [II] in the presence of BF 3 .OEt 2 , as shown in the following reaction formula, α-amino-β-hydroxy-δ-ketone derivative [III] is prepared, and furthermore, by reducing it as required, compound [IV] is obtained: ##STR1## (where R 1 is a protective group on the amino group, R 2 is a lower alkyl group which may be branched, and R 4 is a cyclohexyl group or phenyl group).
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    主要参考文献

    参考标题:An Expedient Route For The Reduction Of Carboxylic Acids To Alcohols Employing 1-Propanephosphonic Acid Cyclic Anhydride As Acid Activator
    作者:G. Nagendra,C. Madhu,T.M. Vishwanatha,Vommina V. Sureshbabu |发布日期:2012.9
    摘要:Method For The Synthesis Of Alcohols From The Corresponding Carboxylic Acids Is Described. Activation Of Carboxylic Acid With 1-Propanephosphonic Acid Cyclic Anhydride (T3P) And Subsequent Reduction Using Nabh4 Yield The Alcohol In Excellent Yields With Good Purity. Reduction Of Several Alkyl/aryl Carboxylic Acids And Nα-Protected Amino Acids/peptide Acids As Well As Nβ-Protected Amino Acids Was Successfully

    合成参考文献


    摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2015).
    摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
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