(S)-Methyl 1-methylpyrrolidine-2-carboxylate

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  • Identifiers

    CAS number
    27957-91-1

    Molecular formula
    C7H13NO2

    SMILES
    CN1CCC[C@H]1C(=O)OC

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 38.61%
    Nutty 34.52%
    Sweet 28.16%
    Caramellic 28.07%
    Fruity 26.11%
    Roasted 25.29%
    Popcorn 23.79%
    Buttery 22.27%
    Ethereal 18.72%
    Grape 18.58%

     

    Flavor
    Bitter 52.11%
    Fruity 46.14%
    Odorless 23.73%
    Orange flower 20.87%
    Sweet-like 20.6%
    Grape 20.58%
    Cedarleaf 20.47%
    Taco 20.33%
    Yeast 19.9%
    Toffee 19.85%

     

    Odor impact est.
    Medium

  • Properties

    XLogP3-AA
    0.7

    pKa est.
    7.24 (neutral)

    Molecular weight
    143.18 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Fast

    Boiling point est.
    182°C

    Flash point

    • 80.44 ˚C est.

  • Synonyms

    • (S)-Methyl 1-methylpyrrolidine-2-carboxylate
    • 27957-91-1
    • RefChem:408139
    • 851-713-6
    • 1-Methyl-L-proline methyl ester
    • METHYL (2S)-1-METHYLPYRROLIDINE-2-CARBOXYLATE
    • MFCD19704709
    • methyl methyl-L-prolinate
    • N-Methyl-L-proline Methyl Ester
    • Methyl (-)-hygrate
    • (S)-Methyl1-methylpyrrolidine-2-carboxylate
    • Proline, 1-methyl, methyl ester
    • Methyl 1-methyl-2-pyrrolidinecarboxylate, (L)-
    • methylproline methyl ester
    • N-Methyl Proline Methyl Ester
    • N-Methyl-proline Methyl Ester
    • SCHEMBL3568144
    • N-Methyl (L)-Proline Methyl Ester
    • AKOS024259007
    • DS-9392
    • SY119631
    • CS-0450221
    • C74446
    • F460993
    • 27957-91-1

  • Applications

    (S)-Methyl 1-methylpyrrolidine-2-carboxylate (CAS 27957-91-1) is used as a chiral building block and key intermediate in pharmaceutical synthesis, enabling the construction of proline-derived motifs and peptidomimetics; it serves as a precursor for organocatalysts based on proline in enantioselective transformations (e.g., aldol and Mannich-type reactions); it provides starting material for the synthesis of N-substituted proline derivatives for peptide coupling and drug-discovery programs; and it is commonly evaluated for library generation in medicinal chemistry.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 673.51
    methanol 1399.56
    isopropanol 371.94
    water 248.88
    ethyl acetate 147.34
    n-propanol 447.45
    acetone 212.77
    n-butanol 268.78
    acetonitrile 327.25
    DMF 434.74
    toluene 30.43
    isobutanol 296.1
    1,4-dioxane 294.26
    methyl acetate 205.5
    THF 253.32
    2-butanone 161.23
    n-pentanol 156.12
    sec-butanol 287.84
    n-hexane 2.87
    ethylene glycol 622.63
    NMP 386.05
    cyclohexane 6.3
    DMSO 497.16
    n-butyl acetate 75.54
    n-octanol 70.71
    chloroform 1084.62
    n-propyl acetate 74.62
    acetic acid 1403.88
    dichloromethane 979.46
    cyclohexanone 239.79
    propylene glycol 500.22
    isopropyl acetate 75.59
    DMAc 276.66
    2-ethoxyethanol 352.18
    isopentanol 179.82
    n-heptane 2.68
    ethyl formate 269.07
    1,2-dichloroethane 345.29
    n-hexanol 111.23
    2-methoxyethanol 766.39
    isobutyl acetate 49.85
    tetrachloromethane 118.35
    n-pentyl acetate 68.5
    transcutol 432.81
    n-heptanol 76.4
    ethylbenzene 23.62
    MIBK 65.55
    2-propoxyethanol 270.55
    tert-butanol 269.77
    MTBE 72.03
    2-butoxyethanol 181.9
    propionic acid 566.4
    o-xylene 41.05
    formic acid 1403.66
    diethyl ether 54.22
    m-xylene 33.8
    p-xylene 41.3
    chlorobenzene 136.65
    dimethyl carbonate 64.6
    n-octane 2.32
    formamide 1123.9
    cyclopentanone 279.51
    2-pentanone 95.12
    anisole 74.63
    cyclopentyl methyl ether 95.14
    gamma-butyrolactone 512.07
    1-methoxy-2-propanol 397.36
    pyridine 261.14
    3-pentanone 67.45
    furfural 584.62
    n-dodecane 2.81
    diethylene glycol 375.44
    diisopropyl ether 17.23
    tert-amyl alcohol 222.79
    acetylacetone 149.09
    n-hexadecane 3.15
    acetophenone 102.46
    methyl propionate 134.54
    isopentyl acetate 71.93
    trichloroethylene 898.84
    n-nonanol 57.18
    cyclohexanol 176.46
    benzyl alcohol 158.58
    2-ethylhexanol 53.92
    isooctanol 62.98
    dipropyl ether 22.52
    1,2-dichlorobenzene 160.18
    ethyl lactate 108.86
    propylene carbonate 281.35
    n-methylformamide 645.26
    2-pentanol 133.09
    n-pentane 3.83
    1-propoxy-2-propanol 141.13
    1-methoxy-2-propyl acetate 98.59
    2-(2-methoxypropoxy) propanol 127.95
    mesitylene 25.69
    ε-caprolactone 261.25
    p-cymene 26.47
    epichlorohydrin 501.61
    1,1,1-trichloroethane 260.21
    2-aminoethanol 755.8
    morpholine-4-carbaldehyde 394.01
    sulfolane 562.51
    2,2,4-trimethylpentane 5.79
    2-methyltetrahydrofuran 182.69
    n-hexyl acetate 97.4
    isooctane 3.94
    2-(2-butoxyethoxy)ethanol 171.59
    sec-butyl acetate 47.79
    tert-butyl acetate 73.77
    decalin 5.7
    glycerin 737.81
    diglyme 281.31
    acrylic acid 675.45
    isopropyl myristate 29.78
    n-butyric acid 484.17
    acetyl acetate 133.06
    di(2-ethylhexyl) phthalate 58.73
    ethyl propionate 67.5
    nitromethane 1152.95
    1,2-diethoxyethane 66.68
    benzonitrile 193.5
    trioctyl phosphate 39.28
    1-bromopropane 100.39
    gamma-valerolactone 463.17
    n-decanol 41.17
    triethyl phosphate 43.24
    4-methyl-2-pentanol 69.85
    propionitrile 212.99
    vinylene carbonate 339.73
    1,1,2-trichlorotrifluoroethane 647.35
    DMS 96.28
    cumene 24.8
    2-octanol 51.31
    2-hexanone 64.91
    octyl acetate 46.26
    limonene 31.38
    1,2-dimethoxyethane 239.24
    ethyl orthosilicate 37.92
    tributyl phosphate 43.7
    diacetone alcohol 154.29
    N,N-dimethylaniline 56.56
    acrylonitrile 412.45
    aniline 137.36
    1,3-propanediol 643.99
    bromobenzene 113.87
    dibromomethane 455.43
    1,1,2,2-tetrachloroethane 622.4
    2-methyl-cyclohexyl acetate 60.9
    tetrabutyl urea 52.14
    diisobutyl methanol 30.05
    2-phenylethanol 126.4
    styrene 27.18
    dioctyl adipate 51.78
    dimethyl sulfate 146.65
    ethyl butyrate 54.72
    methyl lactate 170.89
    butyl lactate 96.48
    diethyl carbonate 48.15
    propanediol butyl ether 193.78
    triethyl orthoformate 44.76
    p-tert-butyltoluene 24.31
    methyl 4-tert-butylbenzoate 111.63
    morpholine 356.83
    tert-butylamine 115.47
    n-dodecanol 29.76
    dimethoxymethane 161.78
    ethylene carbonate 231.6
    cyrene 158.02
    2-ethoxyethyl acetate 101.71
    2-ethylhexyl acetate 51.64
    1,2,4-trichlorobenzene 211.18
    4-methylpyridine 192.61
    dibutyl ether 26.27
    2,6-dimethyl-4-heptanol 30.05
    DEF 152.46
    dimethyl isosorbide 170.66
    tetrachloroethylene 479.83
    eugenol 140.15
    triacetin 109.36
    span 80 125.38
    1,4-butanediol 281.64
    1,1-dichloroethane 321.07
    2-methyl-1-pentanol 121.23
    methyl formate 451.87
    2-methyl-1-butanol 198.22
    n-decane 4.19
    butyronitrile 176.54
    3,7-dimethyl-1-octanol 57.97
    1-chlorooctane 27.22
    1-chlorotetradecane 10.33
    n-nonane 3.72
    undecane 3.38
    tert-butylcyclohexane 6.2
    cyclooctane 2.31
    cyclopentanol 262.61
    tetrahydropyran 133.91
    tert-amyl methyl ether 57.28
    2,5,8-trioxanonane 182.92
    1-hexene 14.88
    2-isopropoxyethanol 182.63
    2,2,2-trifluoroethanol 603.47
    methyl butyrate 104.32

    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