Methyl alpha-aspartylphenylalaninate

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  • Identifiers

    CAS number
    25548-16-7

    Molecular formula
    C14H18N2O5

    SMILES
    COC(=O)C(CC1=CC=CC=C1)NC(=O)C(CC(=O)O)N

  • Odor profile

    Fragrance
    Odorless 59.34%
    Savory 34.76%
    Sweet 23.77%
    Cooked 22.89%
    Meaty 22.56%
    Milky 22.43%
    Bitter 19.8%
    Cooling 19.74%
    Fruity 19.65%
    Cocoa 19.4%

     

    Flavor
    Odorless 58.86%
    Bitter 49.74%
    Mild 32.38%
    Bland 30.2%
    Very mild 24.33%
    Sweet-like 21.73%
    Yeast 21.24%
    Nitrile 19.66%
    Orange flower 19.31%
    Heather 19.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.7

    pKa est.
    5.78 (weak acid)

    Molecular weight
    294.3 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    525°C

    Flash point

    • 228.45 ˚C est.

  • Synonyms

    • 25548-16-7
    • 3-Amino-4-[(1-benzyl-2-methoxy-2-oxoethyl)amino]-4-oxobutanoic acid
    • Phenylalanine,a-aspartyl-, 2-methyl ester
    • methyl alpha-aspartylphenylalaninate
    • 3-amino-4-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino]-4-oxobutanoic acid
    • DTXSID90274359
    • L-Phenylalanine, L-.alpha.-aspartyl-, 2-methyl ester
    • 3-Amino-4-((1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid
    • SMR001550628
    • L-Aspartame
    • NCGC00095160-01
    • MFCD00176858
    • N-(L-a-Aspartyl)-L-phenylalanine methyl ester
    • L-Phenylalanine, N-L-.alpha.-aspartyl-, 1-methyl ester
    • SCHEMBL3637
    • MLS003883739
    • MLS006011904
    • CERAPP_20629
    • CHEMBL312245
    • DTXCID60225838
    • DTXSID80860285
    • CHEBI:177838
    • HMS3370L06
    • HMS3655P11
    • APM;Canderel;L-alpha-aspartyl-L-phenylalanine-methylester;(S)-3-Amino-4-(((S)-1-methoxy-1-oxo-3-phenylpropan-2-yl)amino)-4-oxobutanoic acid
    • BCP31846
    • GEC84128
    • BBL009963
    • CCG-49864
    • STK801364
    • AKOS005613003
    • NCGC00095160-02
    • Phenylalanine,a-aspartyl-,2-methyl ester
    • AS-12189
    • SY012642
    • DB-046724
    • CS-0450210
    • L-Phenylalanine,l-a-aspartyl-,2-methyl ester
    • L-.alpha.-Aspartyl-L-phenylalanine methyl ester
    • L001103
    • N-L-.alpha.-Aspartyl-L-phenylalanine methyl ester
    • SR-01000639290
    • SR-01000639290-1
    • SR-01000639290-2
    • 3-Amino-N-(.alpha.-methoxycarbonylphenethyl) succinamic acid
    • 3-Amino-N-(.alpha.-carboxyphenethyl)succinamic acid N-methyl ester
    • 3-amino-4-(1-methoxy-1-oxo-3-phenylpropan-2-ylamino)-4-oxobutanoic acid
    • 3-Amino-4-[(1-benzyl-2-methoxy-2-oxoethyl)amino]-4-oxobutanoic acid #
    • SC-1886;SC1886;SC 1886;Nutrasweet; Asp-Phe methyl ester; Asp-phe-ome
    • Succinamic acid, 3-amino-N-(.alpha.-carboxyphenethyl)-, N-methyl ester, stereoisomer
    • 3-Amino-4-[(1-benzyl-2-methoxy-2-oxoethyl)amino]-4-oxobutanoic acid, 95% (H-DL-Asp-DL-Phe-OMe)

  • Applications

    Methyl alpha-aspartylphenylalaninate (CAS 25548-16-7) is primarily used as a protected dipeptide methyl ester and an intermediate in peptide synthesis and medicinal chemistry workflows; it serves as a building block for peptidomimetics and other peptide-based constructs, enabling Asp-Phe sequences with selective protection and deprotection steps; in pharmaceutical R&D it supports structure-activity studies and provides a synthetic precursor for more complex dipeptide derivatives; in chemical research it functions as a versatile reagent and substrate for organic synthesis and analytical applications; it can also act as a chiral building block for asymmetric synthesis or as a starting material for preparing specialized polymers or peptide-based materials, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.61
    methanol 5.93
    isopropanol 0.43
    water 12.32
    ethyl acetate 1.63
    n-propanol 0.52
    acetone 1.1
    n-butanol 0.46
    acetonitrile 0.84
    DMF 100.6
    toluene 0.35
    isobutanol 0.38
    1,4-dioxane 4.1
    methyl acetate 1.18
    THF 5.54
    2-butanone 0.92
    n-pentanol 0.58
    sec-butanol 0.56
    n-hexane 0.08
    ethylene glycol 12.06
    NMP 95.32
    cyclohexane 0.09
    DMSO 90.97
    n-butyl acetate 0.63
    n-octanol 0.25
    chloroform 0.48
    n-propyl acetate 0.85
    acetic acid 24.36
    dichloromethane 0.82
    cyclohexanone 3.49
    propylene glycol 8.09
    isopropyl acetate 1.02
    DMAc 136.12
    2-ethoxyethanol 15.86
    isopentanol 0.59
    n-heptane 0.08
    ethyl formate 2.47
    1,2-dichloroethane 0.72
    n-hexanol 0.5
    2-methoxyethanol 31.68
    isobutyl acetate 0.39
    tetrachloromethane 0.16
    n-pentyl acetate 0.36
    transcutol 21.37
    n-heptanol 0.45
    ethylbenzene 0.37
    MIBK 0.83
    2-propoxyethanol 8.61
    tert-butanol 1.17
    MTBE 0.43
    2-butoxyethanol 3.88
    propionic acid 3.63
    o-xylene 0.55
    formic acid 129.44
    diethyl ether 0.45
    m-xylene 0.35
    p-xylene 0.55
    chlorobenzene 0.31
    dimethyl carbonate 6.57
    n-octane 0.05
    formamide 114.61
    cyclopentanone 5.88
    2-pentanone 0.99
    anisole 1.39
    cyclopentyl methyl ether 1.86
    gamma-butyrolactone 14.15
    1-methoxy-2-propanol 13.74
    pyridine 2.8
    3-pentanone 1.22
    furfural 23.65
    n-dodecane 0.03
    diethylene glycol 26.83
    diisopropyl ether 0.21
    tert-amyl alcohol 1.15
    acetylacetone 5.12
    n-hexadecane 0.03
    acetophenone 2.73
    methyl propionate 2.86
    isopentyl acetate 0.72
    trichloroethylene 1.45
    n-nonanol 0.3
    cyclohexanol 1.07
    benzyl alcohol 2.41
    2-ethylhexanol 0.33
    isooctanol 0.38
    dipropyl ether 0.8
    1,2-dichlorobenzene 0.53
    ethyl lactate 3.58
    propylene carbonate 7.31
    n-methylformamide 23.95
    2-pentanol 0.38
    n-pentane 0.04
    1-propoxy-2-propanol 3.85
    1-methoxy-2-propyl acetate 3.5
    2-(2-methoxypropoxy) propanol 7.24
    mesitylene 0.29
    ε-caprolactone 5.13
    p-cymene 0.26
    epichlorohydrin 6.31
    1,1,1-trichloroethane 0.28
    2-aminoethanol 10.31
    morpholine-4-carbaldehyde 65.77
    sulfolane 44.57
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 1.74
    n-hexyl acetate 0.43
    isooctane 0.02
    2-(2-butoxyethoxy)ethanol 8.62
    sec-butyl acetate 0.59
    tert-butyl acetate 1.36
    decalin 0.07
    glycerin 48.76
    diglyme 17.76
    acrylic acid 8.3
    isopropyl myristate 0.25
    n-butyric acid 3.47
    acetyl acetate 2.32
    di(2-ethylhexyl) phthalate 0.88
    ethyl propionate 1.51
    nitromethane 34.02
    1,2-diethoxyethane 1.6
    benzonitrile 1.09
    trioctyl phosphate 0.48
    1-bromopropane 0.21
    gamma-valerolactone 26.94
    n-decanol 0.26
    triethyl phosphate 1.78
    4-methyl-2-pentanol 0.35
    propionitrile 0.56
    vinylene carbonate 6.51
    1,1,2-trichlorotrifluoroethane 21.95
    DMS 2.08
    cumene 0.31
    2-octanol 0.24
    2-hexanone 0.74
    octyl acetate 0.35
    limonene 0.29
    1,2-dimethoxyethane 15.19
    ethyl orthosilicate 1.58
    tributyl phosphate 0.68
    diacetone alcohol 5.76
    N,N-dimethylaniline 1.95
    acrylonitrile 1.55
    aniline 1.38
    1,3-propanediol 8.69
    bromobenzene 0.25
    dibromomethane 0.34
    1,1,2,2-tetrachloroethane 1.56
    2-methyl-cyclohexyl acetate 1.14
    tetrabutyl urea 1.56
    diisobutyl methanol 0.35
    2-phenylethanol 1.43
    styrene 0.38
    dioctyl adipate 0.78
    dimethyl sulfate 21.68
    ethyl butyrate 1.21
    methyl lactate 11.7
    butyl lactate 1.53
    diethyl carbonate 1.26
    propanediol butyl ether 4.46
    triethyl orthoformate 1.69
    p-tert-butyltoluene 0.25
    methyl 4-tert-butylbenzoate 3.19
    morpholine 6.24
    tert-butylamine 0.38
    n-dodecanol 0.23
    dimethoxymethane 15.37
    ethylene carbonate 4.51
    cyrene 16.72
    2-ethoxyethyl acetate 1.24
    2-ethylhexyl acetate 0.51
    1,2,4-trichlorobenzene 0.84
    4-methylpyridine 2.28
    dibutyl ether 0.3
    2,6-dimethyl-4-heptanol 0.35
    DEF 8.0
    dimethyl isosorbide 14.21
    tetrachloroethylene 1.29
    eugenol 4.6
    triacetin 2.51
    span 80 3.87
    1,4-butanediol 4.75
    1,1-dichloroethane 0.22
    2-methyl-1-pentanol 0.73
    methyl formate 17.3
    2-methyl-1-butanol 0.6
    n-decane 0.04
    butyronitrile 0.48
    3,7-dimethyl-1-octanol 0.26
    1-chlorooctane 0.09
    1-chlorotetradecane 0.06
    n-nonane 0.04
    undecane 0.03
    tert-butylcyclohexane 0.05
    cyclooctane 0.05
    cyclopentanol 1.56
    tetrahydropyran 1.01
    tert-amyl methyl ether 0.66
    2,5,8-trioxanonane 16.0
    1-hexene 0.21
    2-isopropoxyethanol 5.79
    2,2,2-trifluoroethanol 17.91
    methyl butyrate 2.1

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction