L-Thioproline

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  • Identifiers

    CAS number
    34592-47-7

    Molecular formula
    C4H7NO2S

    SMILES
    C1[C@H](NCS1)C(=O)O

    Safety labels

    Acute Toxic
    Acute Toxic

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 58.61%
    Meaty 39.87%
    Roasted 34.67%
    Nutty 33.02%
    Cooked 28.61%
    Popcorn 28.58%
    Savory 27.69%
    Sulfurous 20.72%
    Fishy 20.41%
    Beefy 19.12%

     

    Flavor
    Bitter 45.53%
    Odorless 41.24%
    Roasted 29.87%
    Cooked 23.97%
    Taco 21.68%
    Nutty 21.64%
    Sweet-like 21.55%
    Bland 21.03%
    Yeast 20.96%
    Mild 20.95%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -2.3

    pKa est.
    5.89 (weak acid)

    Molecular weight
    133.17 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    308°C

    Flash point

    • 161.19 ˚C est.

  • Synonyms

    • 34592-47-7
    • L-Thioproline
    • (R)-Thiazolidine-4-carboxylic acid
    • L-Thiaproline
    • (4R)-1,3-thiazolidine-4-carboxylic acid
    • 4-thiaproline
    • (R)-4-Thiazolidinecarboxylic acid
    • (4R)-4-Thiazolidinecarboxylic acid
    • gamma-thioproline
    • Thioproline, L-
    • 4-Thiazolidinecarboxylic acid, (4R)-
    • (R)-(-)-4-Thiazolidinecarboxylic acid
    • (R)-(-)-Thiazolidine-4-carboxylic Acid
    • 4-Thiazolidinecarboxylic acid, L-
    • Timonacic, (R)-
    • CCRIS 3646
    • EINECS 252-106-3
    • KL096K0KXL
    • 4-Thiazolidinecarboxylic acid, (R)-
    • TIMONACIC, (-)-
    • DTXCID1026536
    • DTXSID3046536
    • CHEBI:45171
    • RefChem:798132
    • (4R)-1,3-thiazolidin-3-ium-4-carboxylate
    • 2756-91-4
    • L-4-Thiazolidinecarboxylic acid
    • H-Thz-OH
    • (4R)-thiazolidine-4-carboxylic acid
    • MFCD00005212
    • Thiazolidinecarboxylic acid
    • L(-)-Thiazolidine-4-carboxylic acid
    • 34592-47-7 (R-isomer)
    • NCGC00166087-01
    • (R)-timonacic
    • CAS-34592-47-7
    • UNII-KL096K0KXL
    • L-4-Thiazolidinecarboxylic acid, 98%
    • PRS
    • Pidotimod Impurity 8
    • cis-4-thia-l-proline
    • SCHEMBL609164
    • orb1302980
    • CHEMBL1235440
    • Pidotimod Impurity (L-Thioproline)
    • Tox21_112310
    • BDBM50357232
    • EBC-03092
    • SBB015063
    • Pidotimod Impurity F (L-Thioproline)
    • AKOS016346321
    • Tox21_112310_1
    • AC-9027
    • CS-W013392
    • DB02846
    • FS-3979
    • FT15918
    • HY-W012676
    • L-(-)-Thiazolidine-4-carboxylic acid
    • NCGC00263468-01
    • (R)-1,3-Thiazolidine-4-carboxylic acid
    • ST075168
    • NS00029690
    • T0219
    • EN300-52639
    • Q27093808
    • F1905-7154
    • Z756440072
    • 34592-47-7

  • Applications

    L-Thioproline (CAS 34592-47-7) is primarily used as a chiral building block and synthetic intermediate in pharmaceutical and fine chemical synthesis. It serves as a precursor for sulfur-containing amino acid derivatives and for peptidomimetics, enabling asymmetric synthesis and library construction in medicinal chemistry programs. In research contexts, it is often employed as a starting material for catalyst development and for SAR exploration, helping to prepare related sulfur-containing scaffolds.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 0.32
    methanol 0.49
    isopropanol 0.13
    water 36.33
    ethyl acetate 0.2
    n-propanol 0.17
    acetone 1.03
    n-butanol 0.16
    acetonitrile 0.11
    DMF 4.08
    toluene 0.11
    isobutanol 0.13
    1,4-dioxane 0.71
    methyl acetate 0.09
    THF 1.86
    2-butanone 0.17
    n-pentanol 0.26
    sec-butanol 0.1
    n-hexane 0.03
    ethylene glycol 8.96
    NMP 25.35
    cyclohexane 0.05
    DMSO 31.59
    n-butyl acetate 0.8
    n-octanol 0.83
    chloroform 0.18
    n-propyl acetate 0.34
    acetic acid 14.93
    dichloromethane 0.31
    cyclohexanone 1.67
    propylene glycol 2.95
    isopropyl acetate 0.36
    DMAc 3.99
    2-ethoxyethanol 3.81
    isopentanol 0.32
    n-heptane 0.14
    ethyl formate 0.34
    1,2-dichloroethane 0.22
    n-hexanol 0.9
    2-methoxyethanol 4.48
    isobutyl acetate 0.34
    tetrachloromethane 0.09
    n-pentyl acetate 1.01
    transcutol 24.22
    n-heptanol 1.45
    ethylbenzene 0.1
    MIBK 0.84
    2-propoxyethanol 6.83
    tert-butanol 0.51
    MTBE 0.09
    2-butoxyethanol 7.32
    propionic acid 1.12
    o-xylene 0.23
    formic acid 70.84
    diethyl ether 0.07
    m-xylene 0.34
    p-xylene 0.17
    chlorobenzene 0.16
    dimethyl carbonate 0.37
    n-octane 0.07
    formamide 26.73
    cyclopentanone 2.64
    2-pentanone 0.39
    anisole 0.27
    cyclopentyl methyl ether 0.66
    gamma-butyrolactone 4.04
    1-methoxy-2-propanol 3.41
    pyridine 0.48
    3-pentanone 0.2
    furfural 9.49
    n-dodecane 0.05
    diethylene glycol 18.56
    diisopropyl ether 0.14
    tert-amyl alcohol 0.38
    acetylacetone 2.15
    n-hexadecane 0.06
    acetophenone 1.07
    methyl propionate 0.22
    isopentyl acetate 1.04
    trichloroethylene 0.52
    n-nonanol 0.91
    cyclohexanol 0.47
    benzyl alcohol 0.93
    2-ethylhexanol 0.9
    isooctanol 1.38
    dipropyl ether 0.48
    1,2-dichlorobenzene 0.33
    ethyl lactate 1.93
    propylene carbonate 2.53
    n-methylformamide 1.72
    2-pentanol 0.16
    n-pentane 0.02
    1-propoxy-2-propanol 5.28
    1-methoxy-2-propyl acetate 2.67
    2-(2-methoxypropoxy) propanol 9.89
    mesitylene 0.42
    ε-caprolactone 1.79
    p-cymene 0.58
    epichlorohydrin 1.36
    1,1,1-trichloroethane 0.11
    2-aminoethanol 4.82
    morpholine-4-carbaldehyde 12.54
    sulfolane 23.32
    2,2,4-trimethylpentane 0.04
    2-methyltetrahydrofuran 0.53
    n-hexyl acetate 1.14
    isooctane 0.07
    2-(2-butoxyethoxy)ethanol 12.22
    sec-butyl acetate 0.28
    tert-butyl acetate 0.99
    decalin 0.06
    glycerin 22.62
    diglyme 14.43
    acrylic acid 3.7
    isopropyl myristate 0.7
    n-butyric acid 1.32
    acetyl acetate 0.59
    di(2-ethylhexyl) phthalate 2.5
    ethyl propionate 0.28
    nitromethane 5.49
    1,2-diethoxyethane 0.88
    benzonitrile 0.54
    trioctyl phosphate 1.87
    1-bromopropane 0.05
    gamma-valerolactone 8.8
    n-decanol 0.74
    triethyl phosphate 1.18
    4-methyl-2-pentanol 0.45
    propionitrile 0.06
    vinylene carbonate 2.03
    1,1,2-trichlorotrifluoroethane 10.44
    DMS 0.94
    cumene 0.2
    2-octanol 0.73
    2-hexanone 0.4
    octyl acetate 0.93
    limonene 0.59
    1,2-dimethoxyethane 1.87
    ethyl orthosilicate 1.05
    tributyl phosphate 1.82
    diacetone alcohol 4.44
    N,N-dimethylaniline 0.68
    acrylonitrile 0.16
    aniline 0.34
    1,3-propanediol 2.48
    bromobenzene 0.12
    dibromomethane 0.16
    1,1,2,2-tetrachloroethane 0.48
    2-methyl-cyclohexyl acetate 1.86
    tetrabutyl urea 3.42
    diisobutyl methanol 1.07
    2-phenylethanol 1.87
    styrene 0.08
    dioctyl adipate 1.58
    dimethyl sulfate 2.78
    ethyl butyrate 0.86
    methyl lactate 2.7
    butyl lactate 4.13
    diethyl carbonate 0.56
    propanediol butyl ether 10.97
    triethyl orthoformate 1.14
    p-tert-butyltoluene 0.61
    methyl 4-tert-butylbenzoate 5.74
    morpholine 0.81
    tert-butylamine 0.19
    n-dodecanol 0.58
    dimethoxymethane 1.32
    ethylene carbonate 1.1
    cyrene 17.41
    2-ethoxyethyl acetate 1.68
    2-ethylhexyl acetate 0.77
    1,2,4-trichlorobenzene 0.48
    4-methylpyridine 0.36
    dibutyl ether 0.35
    2,6-dimethyl-4-heptanol 1.07
    DEF 0.87
    dimethyl isosorbide 16.1
    tetrachloroethylene 0.58
    eugenol 8.45
    triacetin 3.47
    span 80 11.01
    1,4-butanediol 2.11
    1,1-dichloroethane 0.06
    2-methyl-1-pentanol 0.37
    methyl formate 1.34
    2-methyl-1-butanol 0.19
    n-decane 0.08
    butyronitrile 0.09
    3,7-dimethyl-1-octanol 1.04
    1-chlorooctane 0.2
    1-chlorotetradecane 0.12
    n-nonane 0.07
    undecane 0.06
    tert-butylcyclohexane 0.07
    cyclooctane 0.05
    cyclopentanol 0.73
    tetrahydropyran 0.2
    tert-amyl methyl ether 0.15
    2,5,8-trioxanonane 15.76
    1-hexene 0.05
    2-isopropoxyethanol 2.3
    2,2,2-trifluoroethanol 8.61
    methyl butyrate 0.44

    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