(2alpha,3beta)-1,6-Didehydro-3-methoxy-15,16-[methylenebis(oxy)]erythrinan-2-ol

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  • Identifiers

    CAS number
    5550-20-9

    Molecular formula
    C18H21NO4

    SMILES
    CO[C@@H]1C[C@@]23C(=C[C@H]1O)CCN2CCC4=CC5=C(C=C34)OCO5

    Safety labels

  • Odor profile

    Fragrance
    Odorless 49.17%
    Sweet 24.69%
    Animal 23.64%
    Vanilla 23.06%
    Spicy 20.5%
    Savory 16.83%
    Powdery 16.0%
    Phenolic 15.96%
    Smoky 15.85%
    Burnt 14.54%

     

    Flavor
    Bitter 89.7%
    Sweet-like 20.99%
    Bland 20.81%
    Cedarleaf 19.78%
    Alkaline 19.25%
    Cereal 19.16%
    Shrimp 18.16%
    Indole 17.96%
    Naphthalic 17.83%
    Parsley 17.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.1

    pKa est.
    6.11 (neutral)

    Molecular weight
    315.4 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    581°C

    Flash point

    • 215.39 ˚C est.

  • Synonyms

    • 5550-20-9
    • (2alpha,3beta)-1,6-Didehydro-3-methoxy-15,16-(methylenebis(oxy))erythrinan-2-ol
    • (2alpha,3beta)-1,6-Didehydro-3-methoxy-15,16-[methylenebis(oxy)]erythrinan-2-ol
    • RefChem:206336
    • DTXSID001150406
    • GLXC-19147
    • (2I+/-,3I(2))-1,6-Didehydro-3-methoxy-15,16-[methylenebis(oxy)]erythrinan-2-ol
    • (2R,3R,14bS)-2-Methoxy-2,3,5,6,8,9-hexahydro-1H,12H-[1,3]dioxolo[4,5-g]indolo[7a,1-a]isoquinolin-3-ol
    • 5550-20-9

  • Applications

    CAS 5550-20-9, the chemical name (2alpha,3beta)-1,6-Didehydro-3-methoxy-15,16-[methylenebis(oxy)]erythrinan-2-ol, is principally used as a chiral building block and synthetic intermediate in the preparation of complex alkaloid- and terpenoid-like frameworks. In pharmaceutical and medicinal chemistry contexts it is evaluated as an intermediate to access erythrinan-type scaffolds and related derivatives. In industrial research and development settings it can function as a protected diol/ether-containing fragment that can be elaborated further to deliver target compounds, and it may serve as a reference material or screening substrate in organic synthesis. Its use is typically limited to research-scale synthesis and is subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.74
    methanol 8.55
    isopropanol 2.13
    water 0.54
    ethyl acetate 12.64
    n-propanol 2.51
    acetone 13.34
    n-butanol 3.53
    acetonitrile 8.9
    DMF 39.35
    toluene 4.9
    isobutanol 2.25
    1,4-dioxane 28.43
    methyl acetate 9.59
    THF 20.42
    2-butanone 8.35
    n-pentanol 2.58
    sec-butanol 0.83
    n-hexane 0.05
    ethylene glycol 7.48
    NMP 24.0
    cyclohexane 0.38
    DMSO 39.63
    n-butyl acetate 10.9
    n-octanol 3.48
    chloroform 48.02
    n-propyl acetate 9.86
    acetic acid 39.3
    dichloromethane 38.39
    cyclohexanone 29.46
    propylene glycol 1.75
    isopropyl acetate 11.37
    DMAc 46.77
    2-ethoxyethanol 19.77
    isopentanol 4.92
    n-heptane 0.17
    ethyl formate 17.63
    1,2-dichloroethane 20.24
    n-hexanol 3.95
    2-methoxyethanol 36.86
    isobutyl acetate 10.11
    tetrachloromethane 5.41
    n-pentyl acetate 12.27
    transcutol 66.0
    n-heptanol 5.15
    ethylbenzene 2.11
    MIBK 10.72
    2-propoxyethanol 32.69
    tert-butanol 3.03
    MTBE 1.23
    2-butoxyethanol 25.79
    propionic acid 7.3
    o-xylene 3.83
    formic acid 44.04
    diethyl ether 2.82
    m-xylene 4.05
    p-xylene 3.74
    chlorobenzene 11.44
    dimethyl carbonate 20.03
    n-octane 0.13
    formamide 55.0
    cyclopentanone 25.42
    2-pentanone 9.96
    anisole 7.55
    cyclopentyl methyl ether 6.83
    gamma-butyrolactone 35.19
    1-methoxy-2-propanol 18.85
    pyridine 27.08
    3-pentanone 7.76
    furfural 67.3
    n-dodecane 0.22
    diethylene glycol 51.23
    diisopropyl ether 1.28
    tert-amyl alcohol 1.12
    acetylacetone 29.62
    n-hexadecane 0.27
    acetophenone 16.5
    methyl propionate 10.97
    isopentyl acetate 13.02
    trichloroethylene 61.49
    n-nonanol 4.53
    cyclohexanol 4.16
    benzyl alcohol 13.54
    2-ethylhexanol 3.47
    isooctanol 5.03
    dipropyl ether 3.05
    1,2-dichlorobenzene 14.61
    ethyl lactate 11.34
    propylene carbonate 24.34
    n-methylformamide 23.5
    2-pentanol 1.34
    n-pentane 0.08
    1-propoxy-2-propanol 15.48
    1-methoxy-2-propyl acetate 23.22
    2-(2-methoxypropoxy) propanol 22.67
    mesitylene 2.71
    ε-caprolactone 24.65
    p-cymene 3.23
    epichlorohydrin 40.04
    1,1,1-trichloroethane 13.57
    2-aminoethanol 5.96
    morpholine-4-carbaldehyde 58.65
    sulfolane 37.8
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 6.3
    n-hexyl acetate 11.62
    isooctane 0.1
    2-(2-butoxyethoxy)ethanol 31.65
    sec-butyl acetate 7.04
    tert-butyl acetate 10.88
    decalin 0.29
    glycerin 14.02
    diglyme 64.83
    acrylic acid 14.14
    isopropyl myristate 6.14
    n-butyric acid 17.52
    acetyl acetate 25.52
    di(2-ethylhexyl) phthalate 11.0
    ethyl propionate 8.78
    nitromethane 72.08
    1,2-diethoxyethane 14.38
    benzonitrile 22.01
    trioctyl phosphate 7.39
    1-bromopropane 3.26
    gamma-valerolactone 71.05
    n-decanol 3.38
    triethyl phosphate 9.84
    4-methyl-2-pentanol 2.45
    propionitrile 8.36
    vinylene carbonate 42.4
    1,1,2-trichlorotrifluoroethane 64.02
    DMS 16.04
    cumene 1.96
    2-octanol 2.27
    2-hexanone 7.15
    octyl acetate 7.73
    limonene 2.97
    1,2-dimethoxyethane 32.89
    ethyl orthosilicate 8.78
    tributyl phosphate 8.18
    diacetone alcohol 15.24
    N,N-dimethylaniline 6.14
    acrylonitrile 19.31
    aniline 11.09
    1,3-propanediol 14.34
    bromobenzene 10.4
    dibromomethane 15.01
    1,1,2,2-tetrachloroethane 37.74
    2-methyl-cyclohexyl acetate 12.72
    tetrabutyl urea 11.69
    diisobutyl methanol 2.75
    2-phenylethanol 17.29
    styrene 2.58
    dioctyl adipate 11.54
    dimethyl sulfate 31.16
    ethyl butyrate 9.91
    methyl lactate 15.06
    butyl lactate 12.97
    diethyl carbonate 10.5
    propanediol butyl ether 13.99
    triethyl orthoformate 10.61
    p-tert-butyltoluene 2.79
    methyl 4-tert-butylbenzoate 19.05
    morpholine 22.0
    tert-butylamine 1.08
    n-dodecanol 2.61
    dimethoxymethane 36.4
    ethylene carbonate 34.14
    cyrene 26.76
    2-ethoxyethyl acetate 23.04
    2-ethylhexyl acetate 9.51
    1,2,4-trichlorobenzene 19.14
    4-methylpyridine 20.26
    dibutyl ether 3.43
    2,6-dimethyl-4-heptanol 2.75
    DEF 15.63
    dimethyl isosorbide 37.41
    tetrachloroethylene 31.88
    eugenol 24.19
    triacetin 20.23
    span 80 15.25
    1,4-butanediol 5.32
    1,1-dichloroethane 9.88
    2-methyl-1-pentanol 3.13
    methyl formate 25.98
    2-methyl-1-butanol 2.35
    n-decane 0.32
    butyronitrile 7.47
    3,7-dimethyl-1-octanol 4.22
    1-chlorooctane 1.68
    1-chlorotetradecane 0.95
    n-nonane 0.21
    undecane 0.26
    tert-butylcyclohexane 0.18
    cyclooctane 0.19
    cyclopentanol 3.46
    tetrahydropyran 8.91
    tert-amyl methyl ether 1.18
    2,5,8-trioxanonane 49.11
    1-hexene 0.25
    2-isopropoxyethanol 12.69
    2,2,2-trifluoroethanol 28.7
    methyl butyrate 11.51

    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