(alphaS,2S)-alpha-Amino-2-carboxytetrahydro-5-oxo-2-furanpropanoic acid

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  • Identifiers

    CAS number
    69086-72-2

    Molecular formula
    C8H11NO6

    SMILES
    C1C[C@](OC1=O)(C[C@@H](C(=O)O)N)C(=O)O

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  • Odor profile

    Fragrance
    Odorless 71.01%
    Sweet 30.62%
    Savory 27.03%
    Caramellic 25.09%
    Buttery 22.89%
    Burnt 19.68%
    Milky 19.41%
    Sour 18.13%
    Nutty 17.78%
    Cooked 17.31%

     

    Flavor
    Odorless 57.98%
    Very mild 36.78%
    Mild 27.4%
    Bland 26.76%
    Sour 23.88%
    Bitter 23.82%
    Yeast 23.67%
    Sweet-like 22.74%
    Faint 20.68%
    Caramellic 20.38%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.6

    pKa est.
    4.84 (weak acid)

    Molecular weight
    217.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    454°C

    Flash point

    • 229.09 ˚C est.

  • Synonyms

    • 69086-72-2
    • RefChem:210105
    • (alphaS,2S)-alpha-Amino-2-carboxytetrahydro-5-oxo-2-furanpropanoic acid
    • (2S)-2-[(2S)-2-amino-2-carboxyethyl]-5-oxooxolane-2-carboxylic acid
    • DTXSID201173622
    • (I+/-S,2S)-I+/--Amino-2-carboxytetrahydro-5-oxo-2-furanpropanoic acid
    • 69086-72-2

  • Applications

    Regarded as a chiral building block and intermediate for pharmaceutical synthesis, (alphaS,2S)-alpha-Amino-2-carboxytetrahydro-5-oxo-2-furanpropanoic acid is commonly used as a precursor for medicinal compounds and as a scaffold for asymmetric amino acid derivatives and peptidomimetics; in agrochemical R&D, it serves as an intermediate for chiral active ingredients; in asymmetric synthesis, it can function as a chiral auxiliary or ligand; in peptide chemistry, it provides a constrained amino acid building block for accessing peptidomimetics; the furanone-containing ring system enables routes to heterocyclic and specialty chemicals in R&D (CAS 69086-72-2).

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 20.36
    methanol 62.22
    isopropanol 8.65
    water 165.84
    ethyl acetate 2.65
    n-propanol 6.84
    acetone 16.59
    n-butanol 5.27
    acetonitrile 4.04
    DMF 280.74
    toluene 2.02
    isobutanol 3.57
    1,4-dioxane 36.71
    methyl acetate 2.91
    THF 20.95
    2-butanone 5.07
    n-pentanol 3.64
    sec-butanol 4.64
    n-hexane 0.75
    ethylene glycol 63.94
    NMP 166.74
    cyclohexane 1.33
    DMSO 531.56
    n-butyl acetate 1.56
    n-octanol 2.46
    chloroform 0.73
    n-propyl acetate 1.31
    acetic acid 18.49
    dichloromethane 2.62
    cyclohexanone 12.19
    propylene glycol 23.35
    isopropyl acetate 1.83
    DMAc 182.24
    2-ethoxyethanol 41.52
    isopentanol 4.24
    n-heptane 1.0
    ethyl formate 5.86
    1,2-dichloroethane 3.54
    n-hexanol 3.25
    2-methoxyethanol 100.28
    isobutyl acetate 0.41
    tetrachloromethane 0.45
    n-pentyl acetate 1.53
    transcutol 23.72
    n-heptanol 3.13
    ethylbenzene 1.51
    MIBK 2.57
    2-propoxyethanol 20.68
    tert-butanol 10.05
    MTBE 3.06
    2-butoxyethanol 12.55
    propionic acid 5.26
    o-xylene 3.29
    formic acid 168.57
    diethyl ether 5.44
    m-xylene 1.78
    p-xylene 1.81
    chlorobenzene 0.76
    dimethyl carbonate 8.48
    n-octane 0.6
    formamide 183.39
    cyclopentanone 13.82
    2-pentanone 4.64
    anisole 3.9
    cyclopentyl methyl ether 7.15
    gamma-butyrolactone 19.42
    1-methoxy-2-propanol 41.09
    pyridine 9.52
    3-pentanone 4.2
    furfural 30.54
    n-dodecane 0.28
    diethylene glycol 48.18
    diisopropyl ether 1.23
    tert-amyl alcohol 6.48
    acetylacetone 9.05
    n-hexadecane 0.32
    acetophenone 4.97
    methyl propionate 5.07
    isopentyl acetate 1.26
    trichloroethylene 2.9
    n-nonanol 2.47
    cyclohexanol 6.5
    benzyl alcohol 5.94
    2-ethylhexanol 1.8
    isooctanol 2.03
    dipropyl ether 3.54
    1,2-dichlorobenzene 1.17
    ethyl lactate 4.18
    propylene carbonate 6.24
    n-methylformamide 72.98
    2-pentanol 3.13
    n-pentane 0.76
    1-propoxy-2-propanol 9.05
    1-methoxy-2-propyl acetate 4.56
    2-(2-methoxypropoxy) propanol 11.15
    mesitylene 1.55
    ε-caprolactone 10.15
    p-cymene 1.23
    epichlorohydrin 14.42
    1,1,1-trichloroethane 0.58
    2-aminoethanol 44.92
    morpholine-4-carbaldehyde 122.24
    sulfolane 72.91
    2,2,4-trimethylpentane 0.23
    2-methyltetrahydrofuran 8.32
    n-hexyl acetate 1.86
    isooctane 0.12
    2-(2-butoxyethoxy)ethanol 15.78
    sec-butyl acetate 0.79
    tert-butyl acetate 2.33
    decalin 0.41
    glycerin 80.13
    diglyme 29.65
    acrylic acid 9.51
    isopropyl myristate 0.99
    n-butyric acid 4.51
    acetyl acetate 2.15
    di(2-ethylhexyl) phthalate 2.16
    ethyl propionate 1.99
    nitromethane 35.86
    1,2-diethoxyethane 4.69
    benzonitrile 2.52
    trioctyl phosphate 1.68
    1-bromopropane 1.19
    gamma-valerolactone 47.12
    n-decanol 1.98
    triethyl phosphate 2.2
    4-methyl-2-pentanol 1.77
    propionitrile 1.87
    vinylene carbonate 6.68
    1,1,2-trichlorotrifluoroethane 24.51
    DMS 2.92
    cumene 1.11
    2-octanol 1.77
    2-hexanone 2.19
    octyl acetate 1.54
    limonene 1.71
    1,2-dimethoxyethane 44.79
    ethyl orthosilicate 2.04
    tributyl phosphate 1.39
    diacetone alcohol 9.92
    N,N-dimethylaniline 5.51
    acrylonitrile 4.23
    aniline 4.64
    1,3-propanediol 35.67
    bromobenzene 0.62
    dibromomethane 1.36
    1,1,2,2-tetrachloroethane 3.14
    2-methyl-cyclohexyl acetate 1.67
    tetrabutyl urea 3.99
    diisobutyl methanol 1.31
    2-phenylethanol 4.02
    styrene 1.28
    dioctyl adipate 1.84
    dimethyl sulfate 28.42
    ethyl butyrate 1.87
    methyl lactate 15.77
    butyl lactate 3.02
    diethyl carbonate 1.38
    propanediol butyl ether 11.1
    triethyl orthoformate 2.37
    p-tert-butyltoluene 1.1
    methyl 4-tert-butylbenzoate 6.44
    morpholine 41.24
    tert-butylamine 3.61
    n-dodecanol 1.55
    dimethoxymethane 65.73
    ethylene carbonate 4.99
    cyrene 22.97
    2-ethoxyethyl acetate 3.18
    2-ethylhexyl acetate 1.09
    1,2,4-trichlorobenzene 1.55
    4-methylpyridine 8.08
    dibutyl ether 1.7
    2,6-dimethyl-4-heptanol 1.31
    DEF 23.37
    dimethyl isosorbide 15.89
    tetrachloroethylene 3.12
    eugenol 8.29
    triacetin 3.42
    span 80 8.08
    1,4-butanediol 16.24
    1,1-dichloroethane 0.8
    2-methyl-1-pentanol 2.75
    methyl formate 47.51
    2-methyl-1-butanol 3.62
    n-decane 0.53
    butyronitrile 2.02
    3,7-dimethyl-1-octanol 1.53
    1-chlorooctane 0.86
    1-chlorotetradecane 0.41
    n-nonane 0.56
    undecane 0.38
    tert-butylcyclohexane 0.22
    cyclooctane 0.75
    cyclopentanol 6.78
    tetrahydropyran 7.94
    tert-amyl methyl ether 3.68
    2,5,8-trioxanonane 25.84
    1-hexene 1.31
    2-isopropoxyethanol 13.63
    2,2,2-trifluoroethanol 16.29
    methyl butyrate 2.93

    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