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N-Acetyl-L-phenylalanine

  • Name: N-Acetyl-L-phenylalanine
  • CAS: 2018-61-3
  • Purity: 99%
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  • Description

    Reputable supplier selling N-Acetyl-L-phenylalanine 2018-61-3 with stock

    • Molecular Formula: C11H13NO3
    • Molecular Weight: 207.229
    • Appearance/Colour: white to off-white fine cryst. powder or needles 
    • Vapor Pressure: 4.96E-09mmHg at 25°C 
    • Melting Point: 171-173 °C(lit.) 
    • Refractive Index: 40 ° (C=5, MeOH) 
    • Boiling Point: 453.9 °C at 760 mmHg 
    • PKA: 3.56±0.10(Predicted) 
    • Flash Point: 228.3 °C 
    • PSA： 66.40000 
    • Density: 1.199 g/cm3 
    • LogP: 1.20930 

    N-Acetyl-L-phenylalanine(Cas 2018-61-3) Usage

    Purification Methods

    N-Acetyl-L-phenylalanine is recrystallised from H2O, 20% MeOH/H2O, or CHCl3; dry and store it at 4o. The (DL)-isomer crystallises from H2O, Me2CO, EtOAc, or CHCl3 with m 152-154o and the solubilities in w% at 25o are 0.73 (H2O), 4.3 (Me2CO), 0.79 (EtOAc) and 0.34 (CHCl3) [Kerr & Niemann J Org Chem 23 893 1958, Overby & Ingersoll J Am Chem Soc 73 3363 1951, L: Fu et al. J Am Chem Soc 76 6057 1954, Bender & Glasson J Am Chem Soc 81 1591 1959]. [Beilstein 14 I 238, 4 IV 1575.]

    Definition

    ChEBI: The N-acetyl derivative of L-phenylalanine.

    General Description

    N-Acetyl-L-phenylalanine is an acetyl analog of L-phenylalanine. It is widely used as a reactant to synthesize methyl or ethyl esters of N-acetyl-L-phenylalanine, which are employed as versatile building blocks in peptide synthesis.

    InChI:InChI=1/C11H13NO3/c1-8(13)12-10(11(14)15)7-9-5-3-2-4-6-9/h2-6,10H,7H2,1H3,(H,12,13)(H,14,15)/p-1/t10-/m0/s1

    2018-61-3 Relevant articles

    ENANTIOSELECTIVE CATALYSIS WITH TRANSITION METAL COMPLEXES

    Brunner, Henri

    , p. 39 - 56 (1986)

    -

    Thermodynamics of the Hydrolysis of N-Acetyl-L-phenylalanine Ethyl Ester in Water and in Organic Solvents

    Tewari, Y. B.,Schantz, M. M.,Pandey, P. C.,Rekharsky, M. V.,Goldberg, R. N.

    , p. 1594 - 1601 (1995)

    Equilibrium measurements have been perfo...

    A facile microwave-mediated drying process of thermally unstable / labile products

    Pinchukova,Voloshko,Shyshkin,Chebanov,Van De Kruijs,Arts,Dressen,Meuldijk,Vekemans,Hulshof

    , p. 1130 - 1139 (2010)

    The drying behavior of (S)-N-acetylindol...

    ASYMMETRIC HYDROGENATION BY CHIRAL AMINOPHOSPHINE-PHOSPHINITE RHODIUM COMPLEXES

    Cesarotti, E.,Chiesa, A.,D'Alfonso, G.

    , p. 2995 - 2996 (1982)

    The ligands (S)-N-(diphenylphosphino)-2-...

    Chymotrypsin-catalyzed peptide synthesis in deep eutectic solvents

    Maugeri, Zaira,Leitner, Walter,Dominguez De Maria, Pablo

    , p. 4223 - 4228 (2013)

    Deep eutectic solvents (DESs) are formed...

    Enzymatic approach to the synthesis of a lysine-containing sweet peptide, N-acetyl-L-phenylalanyl-L-lysine

    Aso

    , p. 729 - 733 (1989)

    -

    Asymmetric transfer hydrogenation of prochiral carboxylic acids catalyzed by a five-coordinate Ru(II)-binap complex

    Saburi,Ohnuki,Ogasawara,Takahashi,Uchida

    , p. 5783 - 5786 (1992)

    Asymmetric transfer hydrogenation of rep...

    BIOCATALYTICAL TRANSFORMATIONS II. ENANTIOSELECTIVE HYDROLYSIS OF N-ACETYL-FLUORO-PHENYLALANINE-ETHYLESTERS BY LYOPHILISED YEAST

    Csuk, Rene,Glaenzer, Brigitte I.

    , p. 99 - 106 (1988)

    The three nuclear substituted monofluoro...

    Novel chiral dendritic diphosphine ligands for Rh(I)-catalyzed asymmetric hydrogenation: Remarkable structural effects on catalytic properties

    Yi, Bing,Fan, Qing-Hua,Deng, Guo-Jun,Li, Yue-Ming,Qiu, Li-Qin,Chan, Albert S. C.

    , p. 1361 - 1364 (2004)

    A series of dendritic ligands with a chi...

    Novel phosphine-phosphite and phosphine-phosphinite ligands for highly enantioselective asymmetric hydrogenation

    Yan, Yongjun,Chi, Yongxiang,Zhang, Xumu

    , p. 2173 - 2175 (2004)

    Two novel phosphine-phosphite (S,R)-o-BI...

    The effect of enzymatic reaction on dissolution rate: Theoretical analysis and experimental test

    Johnson,Amidon

    , p. 195 - 203 (1986)

    The dissolution behavior of N-acetylphen...

    From batch to flow processing: Racemization of N-acetylamino acids under microwave heating

    Dressen, Mark H. C. L.,Van De Kruijs, Bastiaan H. P.,Meuldijk, Jan,Vekemans, Jef A. J. M.,Hulshof, Lumbertus A.

    , p. 888 - 895 (2009)

    The racemization of N-acetylindoline-2-c...

    From 2H-phospholes to BIPNOR, a new efficient biphosphine for asymmetric catalysis

    Mathey, Francois,Mercier, Francois,Robin, Frederic,Ricard, Louis

    , p. 117 - 120 (1998)

    For many years now, we have studied the ...

    Synthesis of Phenylalanines in High Enantiomeric Excess via Enzymatic Resolution

    Roper, Jerry M.,Bauer, Dennis P.

    , p. 1041 - 1043 (1983)

    -

    A versatile synthesis of phosphine-aminophosphine ligands for asymmetric catalysis

    Boaz, Neil W.,Ponasik Jr., James A.,Large, Shannon E.

    , p. 2063 - 2066 (2005)

    A new and versatile synthesis of phosphi...

    Phosphonites based on the paracyclophane backbone: New ligands for highly selective rhodium-catalyzed asymmetric hydrogenation

    Zanotti-Gerosa, Antonio,Malan, Christophe,Herzberg, Daniela

    , p. 3687 - 3690 (2001)

    Figure presented The synthesis of new ph...

    Structure-activity relationship studies of dipeptide-based hepsin inhibitors with Arg bioisosteres

    Kwon, Hongmok,Ha, Hyunsoo,Jeon, Hayoung,Jang, Jaebong,Son, Sang-Hyun,Lee, Kiho,Park, Song-Kyu,Byun, Youngjoo

    supporting information, (2020/12/25)

    Hepsin is a type II transmembrane serine...

    The effect of imidazolium salts with amino acids as counterions on the reactivity of 4-nitrophenyl acetate: A kinetic study

    Figueroa, Roberto,Orth, Elisa,Pavez, Paulina,Rojas, Mabel,Santos, José G.

    , (2020/04/29)

    As a first approach to improve the “gree...

    Metal coordination compound, intermediate, preparation method and applications thereof

    -

    Paragraph 0378-0383, (2020/05/01)

    The invention discloses a metal coordina...

    P-chirogenic diphosphazanes with axially chiral substituents and their use in rh-catalyzed asymmetric hydrogenation

    Moritz, Jan-Ole,Chakrabortty, Soumyadeep,Bernd H. Mu.ller,Spannenberg, Anke,Kamer, Paul C. J.

    , p. 14537 - 14544 (2020/12/29)

    A convenient synthesis of enantiopure P-...

    2018-61-3 Process route

    N-acetyl-L-phenylalanine 4-nitrophenyl ester
    14009-94-0

    N-acetyl-L-phenylalanine 4-nitrophenyl ester

    4-nitro-phenol
    100-02-7,78813-13-5,89830-32-0

    4-nitro-phenol

    (S)-2-acetylamino-3-phenylpropanoic acid
    2018-61-3

    (S)-2-acetylamino-3-phenylpropanoic acid

    Conditions
    Conditions Yield
    PalHis; PalHis + 2C14N2C1Br; In water; acetonitrile; at 25 ℃; Rate constant; furhter bilayer catalytic systems; kcat;
    With Nα-tetradecanoyl-L-histidine; In water; acetonitrile; at 10 ℃; Rate constant; Kinetics; Thermodynamic data; ΔH(excit.), ΔS(excit.); Tris-KCl buffer, didodecyldimethylammonium bromide; other nucleophiles and surfactants, other temp.;
    With water; poly(iminomethylene); cetylpyridinium chloride; at 23 ℃; Rate constant; pH 5.6; different poly(iminomethylene) 1-cetylpyridinium complexes catalysts and pH-s;
    With Z-L-Leu-L-His-L-Leu; Tris buffer; N,N-didodecyl-N,N-dimethylammonium bromide; In acetonitrile; at 24.9 ℃; Rate constant; pH: 7.68, μ = 0.15 (KCl); other peptide catalyst; binding constants Kb/N;
    1-tetradecyl-3-methylimidazolium L-2-aminohydrocinnamic acid salt

    1-tetradecyl-3-methylimidazolium L-2-aminohydrocinnamic acid salt

    4-nitrophenol acetate
    830-03-5

    4-nitrophenol acetate

    4-nitro-phenol
    100-02-7,78813-13-5,89830-32-0

    4-nitro-phenol

    (S)-2-acetylamino-3-phenylpropanoic acid
    2018-61-3

    (S)-2-acetylamino-3-phenylpropanoic acid

    Conditions
    Conditions Yield
    In aq. buffer; at 25 ℃; pH=9; Kinetics;

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