(2S,5S)-5-Hydroxypiperidine-2-carboxylic Acid

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  • Identifiers

    CAS number
    63088-78-8

    Molecular formula
    C6H11NO3

    SMILES
    C1C[C@H](NC[C@H]1O)C(=O)O

    Safety labels

    Irritant
    Irritant

  • Odor profile

    Fragrance
    Odorless 76.66%
    Sweet 33.62%
    Caramellic 20.08%
    Nutty 17.76%
    Fishy 17.18%
    Savory 15.94%
    Bitter 15.73%
    Buttery 15.61%
    Popcorn 15.23%
    Milky 15.06%

     

    Flavor
    Odorless 50.49%
    Bitter 49.71%
    Sweet-like 24.11%
    Very mild 22.71%
    Bland 21.77%
    Mild 21.37%
    Yeast 20.65%
    Alkaline 20.44%
    Cauliflower 20.09%
    Formyl 19.83%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    -3.0

    pKa est.
    6.78 (neutral)

    Molecular weight
    145.16 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    342°C

    Flash point

    • 180.32 ˚C est.

  • Synonyms

    • (2S,5S)-5-HYDROXYPIPERIDINE-2-CARBOXYLIC ACID
    • RefChem:399058
    • 878-665-9
    • 63088-78-8
    • cis-5-hydroxypiperidine-2-carboxylic acid
    • (2S,5S)-5-HYDROXY-2-PIPERIDINECARBOXYLIC ACID
    • MFCD19217172
    • 2-Piperidinecarboxylic acid, 5-hydroxy-, (2S,5S)-
    • (2S, 5S)-5-Hydroxypiperidine-2-carboxylic acid
    • L-cis-5-Hydroxypipecolic acid
    • 2-Piperidinecarboxylic acid, 5-hydroxy-, (2R,5R)-rel-
    • 8434LNW4TK
    • cis-5-Hydroxy-L-pipecolic acid
    • 5-Hydroxy-L-pipecolic acid, cis-
    • 5-Hydroxy-L-pipecolic acid, cis-(-)-
    • MFCD28502796
    • Relebactam Impurity 12
    • UNII-8434LNW4TK
    • SCHEMBL1250722
    • RKEYKDXXZCICFZ-WHFBIAKZSA-
    • (2s,5s)-5-hydroxypipecolic acid
    • AKOS006350930
    • CS-W007250
    • DS-7684
    • SY098400
    • DB-289826
    • H1731
    • P15745
    • 088H788
    • F388824
    • (2S,5S)-5-HYDROXYPIPERIDINE-2-CARBOXYLICACID
    • InChI=1/C6H11NO3/c8-4-1-2-5(6(9)10)7-3-4/h4-5,7-8H,1-3H2,(H,9,10)/t4-,5-/m0/s1
    • 63088-78-8

  • Applications

    (2S,5S)-5-Hydroxypiperidine-2-carboxylic Acid (CAS 63088-78-8) is primarily used as a chiral building block and pharmaceutical intermediate, enabling the synthesis of piperidine-containing drug candidates. In medicinal chemistry, it serves to introduce stereochemistry into scaffolds and as a precursor for chiral amine and amino acid derivatives. It also provides a versatile starting point for constructing piperidine-based heterocycles and related pharmacophores, supporting early-stage drug discovery and lead optimization.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 2.04
    methanol 6.79
    isopropanol 0.89
    water 85.44
    ethyl acetate 0.73
    n-propanol 0.92
    acetone 0.91
    n-butanol 0.96
    acetonitrile 0.46
    DMF 35.24
    toluene 0.12
    isobutanol 0.65
    1,4-dioxane 6.73
    methyl acetate 0.34
    THF 4.91
    2-butanone 0.46
    n-pentanol 0.73
    sec-butanol 0.57
    n-hexane 0.09
    ethylene glycol 28.79
    NMP 103.57
    cyclohexane 0.21
    DMSO 99.71
    n-butyl acetate 0.94
    n-octanol 1.28
    chloroform 0.11
    n-propyl acetate 0.49
    acetic acid 26.68
    dichloromethane 0.31
    cyclohexanone 4.36
    propylene glycol 12.0
    isopropyl acetate 0.79
    DMAc 28.11
    2-ethoxyethanol 8.57
    isopentanol 0.95
    n-heptane 0.3
    ethyl formate 1.17
    1,2-dichloroethane 0.37
    n-hexanol 1.49
    2-methoxyethanol 24.12
    isobutyl acetate 0.33
    tetrachloromethane 0.09
    n-pentyl acetate 1.07
    transcutol 36.05
    n-heptanol 1.87
    ethylbenzene 0.13
    MIBK 0.84
    2-propoxyethanol 9.83
    tert-butanol 1.24
    MTBE 0.31
    2-butoxyethanol 8.05
    propionic acid 4.58
    o-xylene 0.37
    formic acid 138.92
    diethyl ether 0.38
    m-xylene 0.29
    p-xylene 0.21
    chlorobenzene 0.18
    dimethyl carbonate 1.48
    n-octane 0.14
    formamide 73.21
    cyclopentanone 4.93
    2-pentanone 0.81
    anisole 0.4
    cyclopentyl methyl ether 2.0
    gamma-butyrolactone 13.09
    1-methoxy-2-propanol 12.55
    pyridine 1.16
    3-pentanone 0.66
    furfural 16.7
    n-dodecane 0.1
    diethylene glycol 27.84
    diisopropyl ether 0.3
    tert-amyl alcohol 0.93
    acetylacetone 2.99
    n-hexadecane 0.11
    acetophenone 1.23
    methyl propionate 1.12
    isopentyl acetate 0.97
    trichloroethylene 0.47
    n-nonanol 1.36
    cyclohexanol 2.13
    benzyl alcohol 1.14
    2-ethylhexanol 1.05
    isooctanol 1.5
    dipropyl ether 0.91
    1,2-dichlorobenzene 0.39
    ethyl lactate 2.47
    propylene carbonate 5.74
    n-methylformamide 11.7
    2-pentanol 0.64
    n-pentane 0.09
    1-propoxy-2-propanol 5.95
    1-methoxy-2-propyl acetate 3.35
    2-(2-methoxypropoxy) propanol 9.88
    mesitylene 0.39
    ε-caprolactone 6.9
    p-cymene 0.51
    epichlorohydrin 3.85
    1,1,1-trichloroethane 0.11
    2-aminoethanol 17.26
    morpholine-4-carbaldehyde 63.07
    sulfolane 57.15
    2,2,4-trimethylpentane 0.07
    2-methyltetrahydrofuran 1.93
    n-hexyl acetate 1.61
    isooctane 0.06
    2-(2-butoxyethoxy)ethanol 16.26
    sec-butyl acetate 0.39
    tert-butyl acetate 1.16
    decalin 0.12
    glycerin 61.21
    diglyme 20.17
    acrylic acid 10.21
    isopropyl myristate 0.73
    n-butyric acid 4.73
    acetyl acetate 1.15
    di(2-ethylhexyl) phthalate 2.27
    ethyl propionate 0.65
    nitromethane 13.44
    1,2-diethoxyethane 1.96
    benzonitrile 0.71
    trioctyl phosphate 1.73
    1-bromopropane 0.11
    gamma-valerolactone 26.41
    n-decanol 1.05
    triethyl phosphate 1.3
    4-methyl-2-pentanol 0.66
    propionitrile 0.27
    vinylene carbonate 4.66
    1,1,2-trichlorotrifluoroethane 15.51
    DMS 2.07
    cumene 0.21
    2-octanol 0.92
    2-hexanone 0.44
    octyl acetate 1.17
    limonene 0.72
    1,2-dimethoxyethane 5.04
    ethyl orthosilicate 1.18
    tributyl phosphate 1.48
    diacetone alcohol 4.97
    N,N-dimethylaniline 0.89
    acrylonitrile 0.72
    aniline 0.6
    1,3-propanediol 14.15
    bromobenzene 0.12
    dibromomethane 0.15
    1,1,2,2-tetrachloroethane 0.57
    2-methyl-cyclohexyl acetate 1.41
    tetrabutyl urea 3.06
    diisobutyl methanol 0.91
    2-phenylethanol 1.72
    styrene 0.11
    dioctyl adipate 1.75
    dimethyl sulfate 8.28
    ethyl butyrate 0.95
    methyl lactate 7.26
    butyl lactate 3.48
    diethyl carbonate 0.63
    propanediol butyl ether 13.35
    triethyl orthoformate 1.24
    p-tert-butyltoluene 0.49
    methyl 4-tert-butylbenzoate 4.68
    morpholine 8.1
    tert-butylamine 0.43
    n-dodecanol 0.82
    dimethoxymethane 5.68
    ethylene carbonate 3.51
    cyrene 18.75
    2-ethoxyethyl acetate 2.24
    2-ethylhexyl acetate 0.77
    1,2,4-trichlorobenzene 0.56
    4-methylpyridine 0.79
    dibutyl ether 0.63
    2,6-dimethyl-4-heptanol 0.91
    DEF 5.48
    dimethyl isosorbide 13.98
    tetrachloroethylene 0.63
    eugenol 6.0
    triacetin 4.05
    span 80 11.46
    1,4-butanediol 5.73
    1,1-dichloroethane 0.09
    2-methyl-1-pentanol 0.74
    methyl formate 5.26
    2-methyl-1-butanol 0.8
    n-decane 0.14
    butyronitrile 0.41
    3,7-dimethyl-1-octanol 1.05
    1-chlorooctane 0.3
    1-chlorotetradecane 0.18
    n-nonane 0.13
    undecane 0.11
    tert-butylcyclohexane 0.08
    cyclooctane 0.17
    cyclopentanol 2.79
    tetrahydropyran 1.33
    tert-amyl methyl ether 0.48
    2,5,8-trioxanonane 18.64
    1-hexene 0.13
    2-isopropoxyethanol 3.74
    2,2,2-trifluoroethanol 14.12
    methyl butyrate 0.91

    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