(3aR,5R,6S,7S,7aR)-Hexahydro-6,7-dihydroxy-5-(hydroxymethyl)-3-(2-hydroxyphenyl)-2H-pyrano[2,3-d]oxazol-2-one

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  • Identifiers

    CAS number
    396714-67-3

    Molecular formula
    C13H15NO7

    SMILES
    C1=CC=C(C(=C1)N2[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)OC2=O)O

    Safety labels

  • Odor profile

    Fragrance
    Odorless 81.49%
    Sweet 26.36%
    Vanilla 23.38%
    Bitter 20.88%
    Phenolic 19.3%
    Savory 18.35%
    Milky 18.08%
    Burnt 16.21%
    Spicy 15.95%
    Smoky 15.62%

     

    Flavor
    Bitter 80.28%
    Odorless 31.77%
    Bland 26.41%
    Sweet-like 26.26%
    Cedarleaf 20.22%
    Very mild 19.82%
    Alkaline 19.61%
    Naphthalic 19.38%
    Lovage 19.07%
    Cauliflower 19.06%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -0.3

    pKa est.
    5.73 (weak acid)

    Molecular weight
    297.26 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    1753°C

    Flash point

    • 260.43 ˚C est.

  • Synonyms

    • 396714-67-3
    • (3aR,5R,6S,7S,7aR)-Hexahydro-6,7-dihydroxy-5-(hydroxymethyl)-3-(2-hydroxyphenyl)-2H-pyrano[2,3-d]oxazol-2-one
    • (3aR,5R,6S,7S,7aR)-Hexahydro-6,7-dihydroxy-5-(hydroxymethyl)-3-(2-hydroxyphenyl)-2H-pyrano(2,3-d)oxazol-2-one
    • RefChem:207849
    • DTXSID401108738
    • 396714-67-3

  • Applications

    The chemical name (3aR,5R,6S,7S,7aR)-Hexahydro-6,7-dihydroxy-5-(hydroxymethyl)-3-(2-hydroxyphenyl)-2H-pyrano[2,3-d]oxazol-2-one and CAS 396714-67-3, this compound is typically used as an intermediate and a chiral building block in pharmaceutical synthesis; it may be evaluated as a fragrance-related material or odorant precursor; it can serve as a precursor or functional additive in cosmetics and personal care formulations; in polymers/plastics, it can act as a functional additive or crosslinking agent; in coatings and inks, it may function as a stabilizer or linking component; all uses are subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 9.82
    methanol 25.02
    isopropanol 5.41
    water 18.03
    ethyl acetate 1.65
    n-propanol 4.52
    acetone 9.3
    n-butanol 3.74
    acetonitrile 5.04
    DMF 139.2
    toluene 0.56
    isobutanol 1.87
    1,4-dioxane 15.12
    methyl acetate 2.86
    THF 30.55
    2-butanone 3.72
    n-pentanol 1.86
    sec-butanol 2.73
    n-hexane 0.06
    ethylene glycol 62.72
    NMP 78.65
    cyclohexane 0.35
    DMSO 212.19
    n-butyl acetate 1.92
    n-octanol 3.07
    chloroform 0.38
    n-propyl acetate 1.6
    acetic acid 44.67
    dichloromethane 0.46
    cyclohexanone 9.86
    propylene glycol 23.05
    isopropyl acetate 1.45
    DMAc 117.28
    2-ethoxyethanol 41.57
    isopentanol 3.11
    n-heptane 0.28
    ethyl formate 4.99
    1,2-dichloroethane 0.86
    n-hexanol 2.93
    2-methoxyethanol 107.47
    isobutyl acetate 0.69
    tetrachloromethane 0.27
    n-pentyl acetate 2.01
    transcutol 48.08
    n-heptanol 3.73
    ethylbenzene 0.36
    MIBK 2.38
    2-propoxyethanol 25.62
    tert-butanol 6.64
    MTBE 1.0
    2-butoxyethanol 17.09
    propionic acid 7.34
    o-xylene 0.76
    formic acid 208.8
    diethyl ether 1.34
    m-xylene 0.6
    p-xylene 0.54
    chlorobenzene 0.4
    dimethyl carbonate 9.18
    n-octane 0.23
    formamide 248.64
    cyclopentanone 18.7
    2-pentanone 2.95
    anisole 1.57
    cyclopentyl methyl ether 3.92
    gamma-butyrolactone 25.44
    1-methoxy-2-propanol 46.96
    pyridine 7.51
    3-pentanone 1.88
    furfural 29.2
    n-dodecane 0.22
    diethylene glycol 69.73
    diisopropyl ether 0.42
    tert-amyl alcohol 3.6
    acetylacetone 9.73
    n-hexadecane 0.25
    acetophenone 3.8
    methyl propionate 3.72
    isopentyl acetate 2.0
    trichloroethylene 1.39
    n-nonanol 3.2
    cyclohexanol 4.68
    benzyl alcohol 4.46
    2-ethylhexanol 1.75
    isooctanol 2.6
    dipropyl ether 1.95
    1,2-dichlorobenzene 0.58
    ethyl lactate 7.67
    propylene carbonate 9.11
    n-methylformamide 62.75
    2-pentanol 1.73
    n-pentane 0.08
    1-propoxy-2-propanol 12.94
    1-methoxy-2-propyl acetate 6.34
    2-(2-methoxypropoxy) propanol 16.74
    mesitylene 0.57
    ε-caprolactone 9.61
    p-cymene 0.8
    epichlorohydrin 12.8
    1,1,1-trichloroethane 0.35
    2-aminoethanol 37.17
    morpholine-4-carbaldehyde 78.55
    sulfolane 55.29
    2,2,4-trimethylpentane 0.05
    2-methyltetrahydrofuran 5.7
    n-hexyl acetate 2.73
    isooctane 0.04
    2-(2-butoxyethoxy)ethanol 25.14
    sec-butyl acetate 0.83
    tert-butyl acetate 2.44
    decalin 0.12
    glycerin 93.34
    diglyme 42.29
    acrylic acid 14.49
    isopropyl myristate 1.61
    n-butyric acid 6.16
    acetyl acetate 2.4
    di(2-ethylhexyl) phthalate 2.95
    ethyl propionate 1.42
    nitromethane 58.1
    1,2-diethoxyethane 4.84
    benzonitrile 2.96
    trioctyl phosphate 2.67
    1-bromopropane 0.26
    gamma-valerolactone 46.08
    n-decanol 2.59
    triethyl phosphate 2.81
    4-methyl-2-pentanol 1.42
    propionitrile 2.24
    vinylene carbonate 8.64
    1,1,2-trichlorotrifluoroethane 34.71
    DMS 3.68
    cumene 0.35
    2-octanol 1.94
    2-hexanone 1.64
    octyl acetate 2.4
    limonene 1.05
    1,2-dimethoxyethane 30.9
    ethyl orthosilicate 2.36
    tributyl phosphate 2.43
    diacetone alcohol 13.79
    N,N-dimethylaniline 1.97
    acrylonitrile 6.02
    aniline 2.64
    1,3-propanediol 45.04
    bromobenzene 0.26
    dibromomethane 0.25
    1,1,2,2-tetrachloroethane 1.62
    2-methyl-cyclohexyl acetate 2.52
    tetrabutyl urea 5.89
    diisobutyl methanol 1.45
    2-phenylethanol 4.96
    styrene 0.36
    dioctyl adipate 3.04
    dimethyl sulfate 21.7
    ethyl butyrate 2.1
    methyl lactate 20.75
    butyl lactate 5.27
    diethyl carbonate 2.16
    propanediol butyl ether 17.36
    triethyl orthoformate 2.94
    p-tert-butyltoluene 0.76
    methyl 4-tert-butylbenzoate 6.94
    morpholine 26.21
    tert-butylamine 1.67
    n-dodecanol 2.06
    dimethoxymethane 35.39
    ethylene carbonate 6.64
    cyrene 24.7
    2-ethoxyethyl acetate 4.17
    2-ethylhexyl acetate 1.37
    1,2,4-trichlorobenzene 1.02
    4-methylpyridine 3.85
    dibutyl ether 1.66
    2,6-dimethyl-4-heptanol 1.45
    DEF 11.39
    dimethyl isosorbide 21.86
    tetrachloroethylene 1.58
    eugenol 9.88
    triacetin 6.04
    span 80 12.07
    1,4-butanediol 17.57
    1,1-dichloroethane 0.24
    2-methyl-1-pentanol 1.55
    methyl formate 38.8
    2-methyl-1-butanol 2.14
    n-decane 0.33
    butyronitrile 1.89
    3,7-dimethyl-1-octanol 2.21
    1-chlorooctane 0.75
    1-chlorotetradecane 0.45
    n-nonane 0.29
    undecane 0.27
    tert-butylcyclohexane 0.06
    cyclooctane 0.2
    cyclopentanol 6.84
    tetrahydropyran 5.09
    tert-amyl methyl ether 1.22
    2,5,8-trioxanonane 37.18
    1-hexene 0.17
    2-isopropoxyethanol 13.22
    2,2,2-trifluoroethanol 32.2
    methyl butyrate 2.48

    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