1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-

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  • Identifiers

    CAS number
    15761-39-4

    Molecular formula
    C10H17NO4

    SMILES
    CC(C)(C)OC(=O)N1CCC[C@H]1C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 52.9%
    Mint 35.28%
    Cooling 31.76%
    Herbal 29.33%
    Fruity 21.93%
    Musk 18.22%
    Grape 16.96%
    Sour 16.87%
    Dry 16.74%
    Citrus 16.15%

     

    Flavor
    Bitter 60.23%
    Odorless 32.82%
    Fruity 28.6%
    Bland 24.64%
    Mild 23.67%
    Cedarleaf 19.95%
    Broom 19.94%
    Heather 19.91%
    Sweet-like 19.67%
    Old wood 19.46%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    1.5

    pKa est.
    7.33 (neutral)

    Molecular weight
    215.25 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Slow

    Boiling point est.
    309°C

    Flash point

    • 154.96 ˚C est.

  • Synonyms

    • Boc-L-proline
    • N-(tert-Butoxycarbonyl)-L-proline
    • N-(tert-Butyloxycarbonyl)-L-proline
    • tert-Butoxycarbonyl-L-proline
    • 1-tert-Butoxycarbonyl-L-proline
    • 1-tert-Butyloxycarbonyl-L-proline
    • N-tert-Butoxycarbonylproline
    • tert-Butyloxycarbonyl-L-proline
    • NSC 164660
    • EINECS 239-848-3
    • 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (S)-
    • 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)-
    • 1,2-Pyrrolidinedicarboxylic acid, 1-tert-butyl ester, L-
    • DTXSID00884847
    • 1-(tert-Butyl) hydrogen (S)-pyrrolidine-1,2-dicarboxylate
    • RefChem:412214
    • DTXCID501024268
    • 1,2-Pyrrolidinedicarboxylic acid, 1-tert-butyl ester, L-(8CI)
    • 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (S)-(9CI)
    • 239-848-3
    • 15761-39-4
    • Boc-Pro-OH
    • N-Boc-L-proline
    • (S)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
    • Boc-L-Pro-OH
    • MFCD00037324
    • (2S)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
    • 1-(tert-butoxycarbonyl)-L-proline
    • (TERT-BUTOXYCARBONYL)-L-PROLINE
    • tert-Butoxycarbonylproline
    • (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
    • M03314
    • Boc-proline
    • (S)-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
    • N-BOC-proline
    • boc-prolin
    • N-alpha-t-Butyloxycarbonyl-L-proline
    • BOC proline
    • BocProOH
    • N-Boc proline
    • t-Boc-l-proline
    • boc-(s)-proline
    • N-Boc L-proline
    • Boc-ProOH
    • (S)-Boc proline
    • Boc-(L)-proline
    • t-butoxycarbonylproline
    • (S)-N-Boc-proline
    • N-Boc-(L)-proline
    • N-Boc-L-Pro-OH
    • BOC-PRO
    • t-butoxycarbonyl proline
    • N-t-butoxycarbonylproline
    • t-butyloxycarbonyl-proline
    • Boc-Pro-OH, 99%
    • N-tert-Butoxycarbonylprolin
    • N-BOC-(S)-PROLINE
    • t-butyloxycarbonyl-L-proline
    • SCHEMBL67044
    • MLS000862862
    • N-t-butyloxycarbonyl-L-proline
    • tert-Butoxycarbonylproline, L-
    • orb2939994
    • SCHEMBL3599084
    • N-(t-butoxycarbonyl)-L-proline
    • N-t-butoxycarbonyl-(S)-proline
    • N-tert-butoxycarbonyl L-proline
    • N-tert-butoxycarbonyl-L-proline
    • CHEMBL1221957
    • (S)-N-tert-Butoxycarbonylproline
    • UPCMLD00WGW001:001
    • HMS2212B13
    • N-tert-butoxycarbonyl-(L)-proline
    • BB_NC-01899
    • N-T-BUTOXYCARBONYL-L-PROLINE
    • N-tert-Butoxycarbonylproline, (S)-
    • SBB065759
    • (S)-N-(tert-butoxycarbonyl)-proline
    • N-(tert-butoxycarbonyl)-(L)-proline
    • AKOS000281182
    • AKOS005258729
    • 1-(tert-Butoxycarbonyl)proline, (L)-
    • Boc-Pro-OH, >=99.0% (T)
    • CS-W019862
    • FB11370
    • N-(tert-butyloxycarbonyl)-(S)-proline
    • NCGC00165407-01
    • AC-17113
    • AS-11199
    • HY-40114
    • SMR000472111
    • SY005295
    • N-(TERT-BUTYLOXYCARBONYL)-D-PROLINE
    • NS00051628
    • EN300-52714
    • 1-{[(1,1-dimethylethyl)oxy]carbonyl}-L-proline
    • 761B394
    • (S)pyrrolidine-1,2-dicarboxylic acid tert butyl ester
    • pyrrolidine-1,2(S)-dicarboxylic acid 1-t-butyl ester
    • (2S)-pyrrolidine-1,2-dicarboxylic acid-1-t-butylester
    • (S)-1-(tert-Butoxycarbonyl)pyrrolidine-2-carboxylicacid
    • (S)-pyrrolidine-1,2-dicarboxylic acid 1-tertbutyl ester
    • (S)pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
    • F0001-2357
    • Z756430266
    • (5)-1-(tert-butoxycarbonyl)-pyrrolidine-2-carboxylic acid
    • (5)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
    • (S)-1-(tert-butoxycarbonyl) pyrrolidine-2-carboxylic acid
    • (S)-1-(tert-butoxycarbonyl)-pyrrolidine-2-carboxylic acid
    • (S)-pyrrolidine-1,2-dicarboxylic acid-1-tert-butyl ester
    • (2S)-1-[(tert-butyl)oxycarbonyl]pyrrolidine-2-carboxylic acid
    • (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-carboxylic acid
    • N-(tert-Butoxycarbonyl)-L-proline; (S)-1,2-Pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester
    • 15761-39-4

  • Applications

    The compound 1,2-Pyrrolidinedicarboxylic acid, 1-(1,1-dimethylethyl) ester, (2S)- (CAS 15761-39-4) is commonly used as a chiral building block and protecting-group intermediate in organic synthesis; it serves as a key precursor in pharmaceutical and agrochemical development, enabling the preparation of peptidomimetics and constrained lactams, and as a protected amino acid derivative suitable for sequential coupling. It is also employed as a precursor to chiral ligands for asymmetric catalysis in industrial manufacturing, and can be used as a building block in specialty polymers or resins where masked amine and carboxylate functionalities are advantageous. Applications include pharmaceuticals, agrochemicals, and other specialty chemical contexts.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 515.65
    methanol 891.61
    isopropanol 392.16
    water 2.93
    ethyl acetate 81.36
    n-propanol 358.22
    acetone 214.59
    n-butanol 296.02
    acetonitrile 93.23
    DMF 582.97
    toluene 82.39
    isobutanol 245.54
    1,4-dioxane 211.6
    methyl acetate 105.07
    THF 417.36
    2-butanone 149.6
    n-pentanol 224.59
    sec-butanol 350.43
    n-hexane 9.03
    ethylene glycol 122.72
    NMP 520.86
    cyclohexane 12.16
    DMSO 611.41
    n-butyl acetate 100.7
    n-octanol 90.63
    chloroform 571.37
    n-propyl acetate 77.14
    acetic acid 514.02
    dichloromethane 456.51
    cyclohexanone 286.47
    propylene glycol 259.16
    isopropyl acetate 68.66
    DMAc 452.94
    2-ethoxyethanol 230.19
    isopentanol 205.3
    n-heptane 4.05
    ethyl formate 135.03
    1,2-dichloroethane 206.55
    n-hexanol 197.11
    2-methoxyethanol 395.08
    isobutyl acetate 59.9
    tetrachloromethane 39.5
    n-pentyl acetate 75.48
    transcutol 270.16
    n-heptanol 86.93
    ethylbenzene 55.27
    MIBK 81.23
    2-propoxyethanol 251.5
    tert-butanol 296.57
    MTBE 97.17
    2-butoxyethanol 146.97
    propionic acid 254.65
    o-xylene 62.33
    formic acid 360.71
    diethyl ether 72.75
    m-xylene 59.68
    p-xylene 79.72
    chlorobenzene 129.5
    dimethyl carbonate 58.83
    n-octane 3.2
    formamide 298.93
    cyclopentanone 323.56
    2-pentanone 117.63
    anisole 100.79
    cyclopentyl methyl ether 130.75
    gamma-butyrolactone 360.46
    1-methoxy-2-propanol 288.01
    pyridine 250.05
    3-pentanone 74.59
    furfural 363.29
    n-dodecane 3.47
    diethylene glycol 196.87
    diisopropyl ether 21.47
    tert-amyl alcohol 296.02
    acetylacetone 133.73
    n-hexadecane 3.9
    acetophenone 132.22
    methyl propionate 93.36
    isopentyl acetate 98.28
    trichloroethylene 466.9
    n-nonanol 73.54
    cyclohexanol 215.27
    benzyl alcohol 163.28
    2-ethylhexanol 80.6
    isooctanol 62.79
    dipropyl ether 32.02
    1,2-dichlorobenzene 116.92
    ethyl lactate 86.79
    propylene carbonate 242.39
    n-methylformamide 314.71
    2-pentanol 178.12
    n-pentane 9.29
    1-propoxy-2-propanol 151.36
    1-methoxy-2-propyl acetate 105.59
    2-(2-methoxypropoxy) propanol 121.06
    mesitylene 32.23
    ε-caprolactone 270.27
    p-cymene 31.51
    epichlorohydrin 340.7
    1,1,1-trichloroethane 141.65
    2-aminoethanol 275.32
    morpholine-4-carbaldehyde 373.85
    sulfolane 501.0
    2,2,4-trimethylpentane 7.61
    2-methyltetrahydrofuran 257.15
    n-hexyl acetate 114.52
    isooctane 4.02
    2-(2-butoxyethoxy)ethanol 152.64
    sec-butyl acetate 54.72
    tert-butyl acetate 73.82
    decalin 9.89
    glycerin 281.26
    diglyme 210.59
    acrylic acid 245.65
    isopropyl myristate 37.34
    n-butyric acid 271.01
    acetyl acetate 72.97
    di(2-ethylhexyl) phthalate 65.28
    ethyl propionate 64.58
    nitromethane 360.14
    1,2-diethoxyethane 64.39
    benzonitrile 156.31
    trioctyl phosphate 46.92
    1-bromopropane 112.44
    gamma-valerolactone 419.57
    n-decanol 52.42
    triethyl phosphate 48.9
    4-methyl-2-pentanol 86.29
    propionitrile 103.97
    vinylene carbonate 219.24
    1,1,2-trichlorotrifluoroethane 370.18
    DMS 87.39
    cumene 39.67
    2-octanol 64.89
    2-hexanone 99.71
    octyl acetate 57.23
    limonene 38.59
    1,2-dimethoxyethane 242.85
    ethyl orthosilicate 43.39
    tributyl phosphate 54.32
    diacetone alcohol 145.33
    N,N-dimethylaniline 90.24
    acrylonitrile 146.48
    aniline 148.97
    1,3-propanediol 304.6
    bromobenzene 109.94
    dibromomethane 294.49
    1,1,2,2-tetrachloroethane 392.93
    2-methyl-cyclohexyl acetate 80.37
    tetrabutyl urea 72.92
    diisobutyl methanol 33.89
    2-phenylethanol 145.88
    styrene 62.14
    dioctyl adipate 62.28
    dimethyl sulfate 139.91
    ethyl butyrate 61.8
    methyl lactate 112.83
    butyl lactate 100.34
    diethyl carbonate 51.57
    propanediol butyl ether 181.02
    triethyl orthoformate 50.24
    p-tert-butyltoluene 29.54
    methyl 4-tert-butylbenzoate 110.87
    morpholine 319.53
    tert-butylamine 143.48
    n-dodecanol 36.98
    dimethoxymethane 173.61
    ethylene carbonate 165.85
    cyrene 179.93
    2-ethoxyethyl acetate 86.8
    2-ethylhexyl acetate 75.37
    1,2,4-trichlorobenzene 156.39
    4-methylpyridine 268.86
    dibutyl ether 39.48
    2,6-dimethyl-4-heptanol 33.89
    DEF 153.28
    dimethyl isosorbide 184.04
    tetrachloroethylene 218.73
    eugenol 127.19
    triacetin 104.38
    span 80 127.94
    1,4-butanediol 153.11
    1,1-dichloroethane 193.44
    2-methyl-1-pentanol 178.81
    methyl formate 219.36
    2-methyl-1-butanol 222.81
    n-decane 5.84
    butyronitrile 130.39
    3,7-dimethyl-1-octanol 74.32
    1-chlorooctane 33.31
    1-chlorotetradecane 12.46
    n-nonane 5.27
    undecane 4.34
    tert-butylcyclohexane 8.23
    cyclooctane 3.83
    cyclopentanol 276.22
    tetrahydropyran 211.19
    tert-amyl methyl ether 90.37
    2,5,8-trioxanonane 151.48
    1-hexene 45.74
    2-isopropoxyethanol 145.5
    2,2,2-trifluoroethanol 175.16
    methyl butyrate 101.81

    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