Chiral Ligands

Explore chiral ligands for asymmetric catalysis and enantioselective synthesis. This page helps you compare ligand classes used to control stereochemical outcomes in reaction development.

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  1. (1R,2R)-(-)-2-Amino-1-phenyl-1,3-propanediol
    CAS: 46032-98-8 EC Number: 256-250-8 Formula: C9H13NO2 Molecular Weight: 167.21
    In Stock Item #: A115269
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    Technical Identifiers
    IUPAC Name
    (1R,2R)-2-amino-1-phenylpropane-1,3-diol
    SMILES
    C1=CC=C(C=C1)C(C(CO)N)O
    InChIKey
    JUCGVCVPNPBJIG-RKDXNWHRSA-N
    InChI
    1S/C9H13NO2/c10-8(6-11)9(12)7-4-2-1-3-5-7/h1-5,8-9,11-12H,6,10H2/t8-,9-/m1/s1
    Synonyms
    7Q33891T0E | AMY7191 | AC-10012 | AT23147 | (1R,2R)-(-)-2-Amino-1-phenyl-propane-1,3-diol | EINECS 256-250-8 | AS-177...
  2. (8α, 9R)-6''-Methoxycinchonan-9-amine trihydrochloride
    CAS: 1391506-12-9 PubChem CID: 127258968 Formula: C20H28Cl3N3O Molecular Weight: 432.81
    In Stock Item #: R281601
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    Technical Identifiers
    IUPAC Name
    (R)-[(2R,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanamine;trihydrochloride
    SMILES
    COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)N.Cl.Cl.Cl
    InChIKey
    GZXDEKGNTLNSGM-NJXLIEGQSA-N
    InChI
    1S/C20H25N3O.3ClH/c1-3-13-12-23-9-7-14(13)10-19(23)20(21)16-6-8-22-18-5-4-15(24-2)11-17(16)18;;;/h3-6,8,11,13-14,19-20H,1,7,9-10,12,21H2,2H3;3*1H/t13-show more
    Synonyms
    (R)-(6-Methoxyquinolin-4-yl)((1S,2R,4S,5R)-5-vinylquinuclidin-2-yl)methanamine trihydrochloride | (9R)-9-Amino-9-deox...
  3. (S)-(-)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate p-toluenesulfonic acid salt
    CAS: 77497-97-3 EC Number: 406-960-0 PubChem CID: 12766750 Formula: C17H17NO2 · C7H8O3S Molecular Weight: 439.52
    In Stock Item #: T128581
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    IUPAC Name
    benzyl (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;4-methylbenzenesulfonic acid
    SMILES
    CC1=CC=C(C=C1)S(=O)(=O)O.C1C(NCC2=CC=CC=C21)C(=O)OCC3=CC=CC=C3
    InChIKey
    PSMBIFNNFMRIMV-NTISSMGPSA-N
    InChI
    1S/C17H17NO2.C7H8O3S/c19-17(20-12-13-6-2-1-3-7-13)16-10-14-8-4-5-9-15(14)11-18-16;1-6-2-4-7(5-3-6)11(8,9)10/h1-9,16,18H,10-12H2;2-5H,1H3,(H,8,9,10)/t1show more
    Synonyms
    (s)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid benzyl ester tosylate | Benzyl (S)-(-)-1,2,3,4-tetrahydro-3-isoq...
  4. (S)-(-)-1,2,4-Butanetriol
    CAS: 42890-76-6 EC Number: 221-323-5 Formula: HOCH2CH2CH(OH)CH2OH Molecular Weight: 106.12
    In Stock Item #: S102777
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    IUPAC Name
    (2S)-butane-1,2,4-triol
    SMILES
    C(CO)C(CO)O
    InChIKey
    ARXKVVRQIIOZGF-BYPYZUCNSA-N
    InChI
    1S/C4H10O3/c5-2-1-4(7)3-6/h4-7H,1-3H2/t4-/m0/s1
    Synonyms
    Q27247589 | (2S)-butane-1,2,4-triol | (2~{S})-butane-1,2,4-triol | (-)-1,2,4-Butanetriol | MFCD00063213 | CHEBI:14043...
  5. (S)-(-)-2-Amino-3-methyl-1,1-diphenylbutane
    CAS: 233772-37-7 Formula: C17H21N Molecular Weight: 239.36
    Out of Stock Item #: I168851
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    Technical Identifiers
    IUPAC Name
    (2S)-3-methyl-1,1-diphenylbutan-2-amine
    SMILES
    CC(C)C(C(C1=CC=CC=C1)C2=CC=CC=C2)N
    InChIKey
    KJRIVAFIKUXDBL-KRWDZBQOSA-N
    InChI
    1S/C17H21N/c1-13(2)17(18)16(14-9-5-3-6-10-14)15-11-7-4-8-12-15/h3-13,16-17H,18H2,1-2H3/t17-/m0/s1
    Synonyms
    DTXSID00430808 | SCHEMBL5872345 | (S)-3-Methyl-1,1-diphenylbutan-2-amine | FT-0772495 | Benzeneethanamine, alpha-(1-m...
  6. (S)-(-)-4-PYRROLIDINOPYRINDINYL(PENTAMETHYLCYCLOPENTADIENYL)IRON
    CAS: 217459-11-5 Formula: C22H28FeN2 Molecular Weight: 376.32
    In Stock Item #: B300581
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    Technical Identifiers
    SMILES
    C[C]1[C]([C]([C]([C]1C)C)C)C.C1CCN(C1)C2=CC=N[C]3[C]2[CH][CH][CH]3.[Fe]
    InChIKey
    VEYBLEBWZYYQAE-UHFFFAOYSA-N
    InChI
    1S/C12H13N2.C10H15.Fe/c1-2-9-14(8-1)12-6-7-13-11-5-3-4-10(11)12;1-6-7(2)9(4)10(5)8(6)3;/h3-7H,1-2,8-9H2;1-5H3;
  7. (S)-(-)-(3-Chloro-2-hydroxypropyl)trimethylammonium chloride
    CAS: 101396-91-2 Formula: ClCH2CH(OH)CH2N(CH3)3Cl Molecular Weight: 188.1
    In Stock Item #: I165411
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    Technical Identifiers
    IUPAC Name
    [(2S)-3-chloro-2-hydroxypropyl]-trimethylazanium;chloride
    SMILES
    C[N+](C)(C)CC(CCl)O.[Cl-]
    InChIKey
    CSPHGSFZFWKVDL-FYZOBXCZSA-M
    InChI
    1S/C6H15ClNO.ClH/c1-8(2,3)5-6(9)4-7;/h6,9H,4-5H2,1-3H3;1H/q+1;/p-1/t6-;/m1./s1
    Synonyms
    (S)-(-)-(3-Chloro-2-hydroxypropyl)trimethylammonium chloride | [(2S)-3-chloro-2-hydroxypropyl]-trimethylazanium;chlor...
  8. [(1S,2S)-2-Hydroxycyclohexyl]carbamic Acid Phenylmethyl Ester
    CAS: 198422-64-9 PubChem CID: 10977837 Formula: C14H19NO3 Molecular Weight: 249.31
    In Stock Item #: S281524
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    Technical Identifiers
    IUPAC Name
    benzyl N-[(1S,2S)-2-hydroxycyclohexyl]carbamate
    SMILES
    C1CCC(C(C1)NC(=O)OCC2=CC=CC=C2)O
    InChIKey
    IDQLGJJPYSFXPM-STQMWFEESA-N
    InChI
    1S/C14H19NO3/c16-13-9-5-4-8-12(13)15-14(17)18-10-11-6-2-1-3-7-11/h1-3,6-7,12-13,16H,4-5,8-10H2,(H,15,17)/t12-,13-/m0/s1
  9. [(1R,2R)-2-Hydroxycyclohexyl]carbamic Acid Phenylmethyl Ester
    CAS: 134108-76-2 PubChem CID: 14785670 Formula: C14H19NO3 Molecular Weight: 249.3
    Out of Stock Item #: R281523
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    Technical Identifiers
    IUPAC Name
    benzyl N-[(1R,2R)-2-hydroxycyclohexyl]carbamate
    SMILES
    C1CCC(C(C1)NC(=O)OCC2=CC=CC=C2)O
    InChIKey
    IDQLGJJPYSFXPM-CHWSQXEVSA-N
    InChI
    1S/C14H19NO3/c16-13-9-5-4-8-12(13)15-14(17)18-10-11-6-2-1-3-7-11/h1-3,6-7,12-13,16H,4-5,8-10H2,(H,15,17)/t12-,13-/m1/s1
  10. (11bS)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-bis(triphenylsilyl)-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
    CAS: 1157989-25-7 Formula: C56H49O4PSi2 Molecular Weight: 873.1
    Out of Stock Item #: B281949
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    Technical Identifiers
    IUPAC Name
    (13-hydroxy-13-oxo-16-triphenylsilyl-12,14-dioxa-13λ5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(23),2,8,10,15,17-hexaen-10-yl)-triphenylsishow more
    SMILES
    C1CCC2=C3C4=C5CCCCC5=CC(=C4OP(=O)(OC3=C(C=C2C1)[Si](C6=CC=CC=C6)(C7=CC=CC=C7)C8=CC=CC=C8)O)[Si](C9=CC=CC=C9)(C1=CC=CC=C1)C1=CC=CC=C1
    InChIKey
    PQNJTMDSQLWCTJ-UHFFFAOYSA-N
    InChI
    1S/C56H49O4PSi2/c57-61(58)59-55-51(62(43-25-7-1-8-26-43,44-27-9-2-10-28-44)45-29-11-3-12-30-45)39-41-23-19-21-37-49(41)53(55)54-50-38-22-20-24-42(50)4show more
  11. (11bS)-8,9,10,11,12,13,14,15-Octahydro-4-hydroxy-2,6-bis[2,4,6-tris(1-methylethyl)phenyl]-4-oxide-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin
    CAS: 878111-20-7 Formula: C50H65O4P Molecular Weight: 761
    In Stock Item #: B300943
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    Technical Identifiers
    IUPAC Name
    13-hydroxy-10,16-bis[2,4,6-tri(propan-2-yl)phenyl]-12,14-dioxa-13λ5-phosphapentacyclo[13.8.0.02,11.03,8.018,23]tricosa-1(23),2,8,10,15,17-hexaene 13-show more
    SMILES
    CC(C)C1=CC(=C(C(=C1)C(C)C)C2=C3C(=C4CCCCC4=C2)C5=C6CCCCC6=CC(=C5OP(=O)(O3)O)C7=C(C=C(C=C7C(C)C)C(C)C)C(C)C)C(C)C
    InChIKey
    CBAOKKLHEAPXIO-UHFFFAOYSA-N
    InChI
    1S/C50H65O4P/c1-27(2)35-23-39(29(5)6)45(40(24-35)30(7)8)43-21-33-17-13-15-19-37(33)47-48-38-20-16-14-18-34(38)22-44(50(48)54-55(51,52)53-49(43)47)46-4show more
    Synonyms
    S-3,3'-bis(2,4,6-triisopropylphenyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;(11bS)...
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Frequently Asked Questions

How do I select the right Chiral Ligands for my catalysis?
Match the ligand to your reaction type: steric bulk affects reductive elimination, electronic properties tune oxidative addition, and bite angle affects selectivity. Screen 3-5 candidates from this category for new transformations.
What specifications matter for Chiral Ligands?
Air and moisture sensitivity, purity (≥95% typical, ≥99% for asymmetric work), enantiomeric excess for chiral ligands, and ligand-to-metal ratio recommendations. Check storage temperature and shelf-life data.
Can I find pre-formed complexes for Chiral Ligands?
Yes. Pre-formed metal-ligand complexes are stocked alongside free ligands. These ready-to-use catalysts simplify protocols and improve batch-to-batch reproducibility.
How are Chiral Ligands stored to prevent degradation?
Many chiral ligands are air- and moisture-sensitive. Store under argon or nitrogen, in sealed vials, often at refrigerated temperatures. Use within recommended timeframes after opening.

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