4-formyl-2-methoxyphenyl 2,3,4,6-tetra-O-acetylhexopyranoside

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  • Identifiers

    CAS number
    51482-43-0

    Molecular formula
    C22H26O12

    SMILES
    CC(=O)OCC1C(C(C(C(O1)OC2=C(C=C(C=C2)C=O)OC)OC(=O)C)OC(=O)C)OC(=O)C

  • Odor profile

    Fragrance
    Odorless 70.53%
    Vanilla 24.46%
    Floral 24.15%
    Milky 23.45%
    Creamy 23.04%
    Balsamic 19.26%
    Clean 18.31%
    Burnt 17.78%
    Caramellic 17.47%
    Sweet 16.89%

     

    Flavor
    Bitter 54.74%
    Fruity 48.03%
    Odorless 31.66%
    Mild 30.67%
    Sweet 28.37%
    Creamy 24.98%
    Grape 22.81%
    Very mild 22.54%
    Toffee 21.76%
    Bland 21.73%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    0.9

    pKa est.
    4.53 (weak acid)

    Molecular weight
    482.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    426°C

    Flash point

    • 207.75 ˚C est.

  • Synonyms

    • 4-formyl-2-methoxyphenyl 2,3,4,6-tetra-O-acetylhexopyranoside
    • 51482-43-0
    • [3,4,5-TRIS(ACETYLOXY)-6-(4-FORMYL-2-METHOXYPHENOXY)OXAN-2-YL]METHYL ACETATE
    • NSC16965
    • DTXSID20965809
    • NSC-16965
    • STK732913
    • [3,4,5-triacetyloxy-6-(4-formyl-2-methoxyphenoxy)oxan-2-yl]methyl acetate
    • AKOS001203768
    • AKOS016297430
    • UPCMLD0ENAT5509633:001
    • EN300-1192446
    • Z57728540
    • 1080025-95-1

  • Applications

    4-formyl-2-methoxyphenyl 2,3,4,6-tetra-O-acetylhexopyranoside (CAS 51482-43-0) is a protected aryl glycoside in which the 4-formyl-2-methoxyphenyl group is linked to a tetra-O-acetylhexopyranoside; it is commonly used as a glycosyl donor and intermediate in carbohydrate chemistry, enabling selective glycosylation to prepare aryl glycosides and glycoconjugates. In pharmaceutical research, it serves as a building block for glycosylated drug candidates and glycoconjugate synthesis. In fragrance and flavor science, the aryl aldehyde-bearing moiety can be explored as a masked fragrance handle, potentially contributing to aroma profiles after deprotection. In polymer and materials science, it provides a glycosylated building block for glycopolymers and related materials, useful in library synthesis and formulation studies.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 28.01
    methanol 55.23
    isopropanol 16.73
    water 1.58
    ethyl acetate 55.6
    n-propanol 19.1
    acetone 177.24
    n-butanol 9.69
    acetonitrile 80.02
    DMF 369.04
    toluene 3.6
    isobutanol 9.97
    1,4-dioxane 73.28
    methyl acetate 107.76
    THF 160.27
    2-butanone 73.89
    n-pentanol 7.85
    sec-butanol 12.57
    n-hexane 0.45
    ethylene glycol 16.77
    NMP 553.88
    cyclohexane 0.42
    DMSO 772.48
    n-butyl acetate 16.18
    n-octanol 3.22
    chloroform 72.07
    n-propyl acetate 30.69
    acetic acid 276.01
    dichloromethane 128.21
    cyclohexanone 72.14
    propylene glycol 13.73
    isopropyl acetate 20.99
    DMAc 646.48
    2-ethoxyethanol 68.6
    isopentanol 6.52
    n-heptane 0.24
    ethyl formate 61.11
    1,2-dichloroethane 72.51
    n-hexanol 2.57
    2-methoxyethanol 115.1
    isobutyl acetate 10.2
    tetrachloromethane 5.41
    n-pentyl acetate 9.1
    transcutol 76.42
    n-heptanol 2.45
    ethylbenzene 3.12
    MIBK 10.99
    2-propoxyethanol 36.7
    tert-butanol 14.42
    MTBE 10.51
    2-butoxyethanol 20.15
    propionic acid 71.75
    o-xylene 3.41
    formic acid 180.61
    diethyl ether 15.95
    m-xylene 1.78
    p-xylene 5.22
    chlorobenzene 12.69
    dimethyl carbonate 81.49
    n-octane 0.17
    formamide 260.14
    cyclopentanone 155.51
    2-pentanone 31.41
    anisole 21.19
    cyclopentyl methyl ether 21.16
    gamma-butyrolactone 319.45
    1-methoxy-2-propanol 51.68
    pyridine 74.04
    3-pentanone 32.27
    furfural 210.57
    n-dodecane 0.19
    diethylene glycol 39.57
    diisopropyl ether 1.93
    tert-amyl alcohol 11.66
    acetylacetone 81.62
    n-hexadecane 0.21
    acetophenone 35.71
    methyl propionate 72.0
    isopentyl acetate 11.88
    trichloroethylene 148.42
    n-nonanol 3.32
    cyclohexanol 8.53
    benzyl alcohol 18.91
    2-ethylhexanol 2.22
    isooctanol 1.97
    dipropyl ether 7.88
    1,2-dichlorobenzene 16.62
    ethyl lactate 24.33
    propylene carbonate 103.52
    n-methylformamide 184.24
    2-pentanol 4.54
    n-pentane 0.29
    1-propoxy-2-propanol 19.58
    1-methoxy-2-propyl acetate 26.9
    2-(2-methoxypropoxy) propanol 31.9
    mesitylene 1.03
    ε-caprolactone 84.61
    p-cymene 1.56
    epichlorohydrin 211.0
    1,1,1-trichloroethane 38.32
    2-aminoethanol 24.73
    morpholine-4-carbaldehyde 274.27
    sulfolane 444.74
    2,2,4-trimethylpentane 0.18
    2-methyltetrahydrofuran 57.73
    n-hexyl acetate 12.09
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 31.03
    sec-butyl acetate 13.45
    tert-butyl acetate 15.74
    decalin 0.38
    glycerin 39.43
    diglyme 82.45
    acrylic acid 97.03
    isopropyl myristate 4.62
    n-butyric acid 47.74
    acetyl acetate 58.75
    di(2-ethylhexyl) phthalate 8.62
    ethyl propionate 34.1
    nitromethane 724.55
    1,2-diethoxyethane 21.49
    benzonitrile 20.79
    trioctyl phosphate 4.71
    1-bromopropane 15.31
    gamma-valerolactone 256.43
    n-decanol 2.4
    triethyl phosphate 17.91
    4-methyl-2-pentanol 1.97
    propionitrile 30.37
    vinylene carbonate 105.87
    1,1,2-trichlorotrifluoroethane 163.68
    DMS 28.79
    cumene 1.98
    2-octanol 1.65
    2-hexanone 22.94
    octyl acetate 7.36
    limonene 2.03
    1,2-dimethoxyethane 137.52
    ethyl orthosilicate 13.12
    tributyl phosphate 8.13
    diacetone alcohol 25.11
    N,N-dimethylaniline 15.22
    acrylonitrile 60.93
    aniline 14.27
    1,3-propanediol 30.52
    bromobenzene 10.55
    dibromomethane 48.43
    1,1,2,2-tetrachloroethane 91.38
    2-methyl-cyclohexyl acetate 13.83
    tetrabutyl urea 14.69
    diisobutyl methanol 1.38
    2-phenylethanol 8.08
    styrene 4.55
    dioctyl adipate 13.44
    dimethyl sulfate 212.63
    ethyl butyrate 18.99
    methyl lactate 51.34
    butyl lactate 11.0
    diethyl carbonate 19.17
    propanediol butyl ether 14.56
    triethyl orthoformate 16.61
    p-tert-butyltoluene 1.26
    methyl 4-tert-butylbenzoate 21.73
    morpholine 89.51
    tert-butylamine 4.55
    n-dodecanol 1.78
    dimethoxymethane 127.5
    ethylene carbonate 76.57
    cyrene 57.0
    2-ethoxyethyl acetate 21.58
    2-ethylhexyl acetate 8.93
    1,2,4-trichlorobenzene 28.49
    4-methylpyridine 53.59
    dibutyl ether 6.05
    2,6-dimethyl-4-heptanol 1.38
    DEF 77.3
    dimethyl isosorbide 58.28
    tetrachloroethylene 48.62
    eugenol 19.18
    triacetin 32.3
    span 80 15.93
    1,4-butanediol 13.42
    1,1-dichloroethane 43.58
    2-methyl-1-pentanol 6.19
    methyl formate 188.98
    2-methyl-1-butanol 7.86
    n-decane 0.32
    butyronitrile 17.58
    3,7-dimethyl-1-octanol 2.61
    1-chlorooctane 1.85
    1-chlorotetradecane 0.8
    n-nonane 0.26
    undecane 0.24
    tert-butylcyclohexane 0.26
    cyclooctane 0.13
    cyclopentanol 20.38
    tetrahydropyran 28.88
    tert-amyl methyl ether 9.41
    2,5,8-trioxanonane 60.27
    1-hexene 2.26
    2-isopropoxyethanol 33.87
    2,2,2-trifluoroethanol 136.27
    methyl butyrate 44.58

    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