Bao W N,Pan H F,Zhang Z H,et al. Isolation of the stable strain Labrys sp. BK-8 for L-(+)-tartaric acid production[J]. Journal of Bioscience and Bioengineering,2014,118(1):1-5.
Hossein Michaelson. Synthesis of enantiomerically pure 2-hydroxy- 2-aryl-ethylamines:WO,2009086283[P]. 2008-11-22.
[4]
McGarrity J F,Zanotti-Gerosa A. A feasibility study on the synthesis of phenylephrine via ruthenium-catalyzed homogeneous asymmetric hydrogenation[J]. Tetrahedron:Asymmetry,2010(21):2479-2486.
Xing X Y,Zhao Y H,Xu C,et al. Electronic helix theory-guided rational design of kinetic resolutions by means of the Sharpless asymmetric dihydroxylation reactions[J]. Tetrahedron,2012,68:7288-7294.
[7]
Devi R,Borah R,Deka C R. Design of zeolite catalysts for Henry reaction under mild condition[J]. Applied Catalysis A:General,2012,433:122-127.
[8]
Rajesh K P,Puspesh K U,Pradeep K. Enantioselective synthesis of (R)-phenylephrine hydrochloride[J]. Tetrahedron Letters,2003,44:6245-6246.
[9]
Qin Y H,Guillory J K,Schoenwald R D. Formulation,in vitro dissolution,and ocular bioavailability of high- and low-melting phenylephrine oxazolidines[J]. Pharmaceutical Research,1993,10(11):1627-1631.
[10]
Dewani A P,Dabhade S M,Bakal R L. Development and validation of a novel RP-HPLC method for simultaneous determination of paracetamol,phenylephrine hydrochloride,caffeine,cetirizine and nimesulide in tablet formulation[J]. Arabian Journal of Chemistry,2013,4(5):501-505.
Ma J,Wu L N,Hou Z,et al. Visualizing the endocytosis of phenylephrine in living cells by quantum dot-based tracking[J]. Biomaterials,2014,35:7042-7049.
Dousa M,Gibala P,Havlicek J,et al. Drug-excipient compatibility testing-Identification and characterization of degradation products of phenylephrine in several pharmaceutical formulations against the common cold[J]. Journal of Pharmaceutical and Biomedical Analysis,2011,55:949-956.
Legerlotz H. Monohydric amino alcohols and their derivatives:DE,566578[P]. 1927-03-22.
[18]
Legerlotz H. Optically active monohydroxyphenylalkylamines:DE,543529[P]. 1929-05-28.
[19]
Legerlotz H. Optically active amino alcohols:DE,585164[P]. 1932-06-12.
[20]
Legerlotz H. Beta-alkyl-amino compounds of mono-hydroxy-phenyl- ethanols and process of producing same:US,1932347[P]. 1933-10- 24.
[21]
马志聪. 一种去氧肾上腺素的制备方法:中国,101921197[P]. 2010-12-22.
[22]
Dousa M,Gibala P,Havlicek J,et al. Drug-excipient compatibility testing-Identification and characterization of degradation products of phenylephrine in several pharmaceutical formulations against the common cold[J]. Journal of Pharmaceutical and Biomedical Analysis,2011,55:949-956.
[23]
Bergamann E D,Sulzbacher M. A new synthesis of 1-(m- and p-hydroxyphenyl)-2-methylaminoethanol (m- and p-sympathol)[J]. Journal of Organic Chemistry,1951,16:84-89.
[24]
Sun X Y,Rai R,Deschamps J R. Boc-protected 1-(3-oxocycloalkyl) ureas via a one-step Curtius rearrangement:Mechanism and scope[J]. Tetrahedron Letters,2014,55:842-844.
[25]
Russel P B,Childress S J. New route to phenylephrine[J]. Journal of Pharmaceutical Sciences,1961,50:713-714.
[26]
Hussain A A,Truelove J E,Lawrence,et al. Ester of 3-hydroxy-α- [(methylamino)methyl]benzyl alcohol:US,3825583[P]. 1974-07-23.
[27]
Baison W,Teerawutgulrag A,Puangsombat P. An alternative synthesis of (±)-phenylephrine hydrochloride[J]. Maejo International Journal of Science and Technology,2014,8(01):41-47.
Prasad Divi M K,Krishna L M,Nageswara Rao B,et al. Process for resolution of 1-(3-hydroxyphenyl)-2-methylamino ethanol:US,8455692[P]. 2013-06-04.
[32]
Tong S Q,Guan Y X,Yan J Z. Enantiomeric separation of (R,S)-naproxen by recycling high speed counter-current chromatography with hydroxypropyl-β-cyclodextrin as chiral selector[J]. Journal of Chromatography A,2011,1218:5434-5440.
[33]
Gurjar M K,Krishna L M,Sarma B V N B S,et al. A practical synthesis of (R)-(-)-phenylephrine hydrochloride[J]. Organic Process Research & Development,1998,2(6):422-424.
[34]
Larrow J F. Industrial applications of the jacobsen hydrolytic kinetic resolution technology[J]. Comprehensive Chirality,2012,9:129-146.
[35]
Khan N H,Sadhukhan A,Maity N C,et al. Enantioselective O-acetylcyanation/cyanoformylation of aldehydes using catalysts with built-in crown ether-like motif in chiral macrocyclic V(Ⅴ) Salen complexes[J]. Tetrahedron,2011,67:7073-7080.
[36]
程咏梅. 化学酶法催化仲醇的动态动力学拆分[D]. 杭州:浙江大学,2010.
[37]
张怡. 氰醇及不饱和仲醇的动力学拆分研究[D]. 上海:东华大学,2011.
[38]
Baumgarten W,Schiffers R. Process for manufacturing of enantiomerically pure 3-hydroxy-3-phenyl-propylamin:US,7294744[P]. 2007-11-13.
[39]
Takeda H,Tachinami T,Aburatani M,et al. Practical asymmetric synthesis of (R)-(-)-phenylephrine hydrochloride catalyzed by (2R,4R)-MCCPM-Rhodium complex[J]. Tetrahedron Letters,1989,30(3):367-370.
[40]
Sakuraba S,Takahashi H,Takeda T,et al. Efficient asymmetric hydrogenation of α-amino ketone derivatives. A highly enantioselective synthesis of phenylephrine,levamisole,carnitine and propranolol[J]. Chemical and Pharmaceutical Bulletin,1995,43(5):738-747.
[41]
Klingler F D,Wolter L,Dietrich W,et al.Verfahren zur herstellung von L-phenylephrin hydrochlorid:DE,19902229[P]. 2002-02-20.
[42]
Kureshy R I,Dangi B,Das A,et al. Recyclable Cu(Ⅱ)-macrocyclic salen complexes catalyzed Henry reaction of aldehydes:A practical strategy in the preparation of (R)-phenylephrine[J]. Applied Catalysis A:General,2012(439):74-79.
[43]
Kureshy R I,Das A,Khan N H,et al. Cu(Ⅱ)-Macrocylic[H4]salen catalyzed asymmetric Henry reaction and its application in the synthesis of α1-adrenergic receptor agonist (R)-phenylephrine[J]. ACS Catalysis,2011,1(11):1529-1535.
[44]
Alvizo O,Collier S J,Hennemann J,et al. Ketoreductase polypeptides for the preparation of phenylephrine:US,20120149073[P]. 2012-06-14.
[45]
Lin W D,Chen C Y,Chen H C,et al. Enantioselective synthesis of (S)-phenylephrine by whole cells of recombinant escherichia coli expressing the amino alcohol dehydrogenase gene from rhodococcus erythropolis BCRC 10909[J]. Process Biochemistry,2010,45:1529-1536.
[46]
Peng G J,Cho Y C,Fu T K,et al. Enantioselective synthesis of (S)-phenylephrine by recombinant escherichia coli cells expressing the short-chain dehydrogenase/reductase gene from serratia quinivorans BCRC 14811[J]. Process Biochemistry,2013,48:1509-1515.
[47]
Peng G J,Kuan Y C,Chou H Y,et al. Stereoselective synthesis of (R)-phenylephrine using recombinant escherichia coli cells expressing a novel short-chain dehydrogenase/reductase gene from serratia marcescens BCRC 10948[J]. Journal of Biotechnology,2014,170:6-9.
[48]
LenoX H J,Terentieva E,Gololobov M Y,et al. Optically active fiuorinated vasoconstrictors,methods for making them,and anesthetic formulations comprising them:US,6900203[P]. 2005-05-31.
[49]
Tokoshima D,Hanaya K,Shoji M,et al. Whole-cell yeast-mediated preparation of (R)-2-chloro-1-(3-nitrophenyl)ethanol as a synthetic precursor for (R)-phenylephrine[J]. Journal of Molecular Catalysis B:Enzymatic,2013,97:95-99.
[50]
Jin Z,Han S Y,Zhang L,et al. Combined utilization of lipase-displaying pichia pastoris whole-cell biocatalysts to improve biodiesel production in co-solvent media[J]. Bioresource Technology,2013,130:102-109.
[51]
Navarro R,Ruiz P,Saucedo I,et al. Bismuth(Ⅲ) recovery from hydrochloric acid solutions using Amberlite XAD-7 impregnated with a tetraalkylphosphonium ionic liquid[J]. Separation and Purification Technology,2014,135:268-277.
[52]
Jahani F,Tajbakhsh M,Golchoubian H,et al. Guanidine hydrochloride as an organocatalyst for N-Boc protection of amino groups[J]. Tetrahedron Letters,2011,52:1260-1264.
[53]
Valizadeh H,Shomali A,Nourshargh S,et al. Carboxyl and nitrite functionalized graphene quantum dots as a highly active reagent and catalyst for rapid diazotization reaction and synthesis of azo-dyes under solvent-free conditions[J]. Dyes and Pigments,2015,113:522-528.