(1R,3S)-3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine; (2R,3R)-2,3-bis(benzoyloxy)butanedioic acid

• ChemBase ID: 142609
• Molecular Formular: C28H36N2O8
• Molecular Mass: 528.59404
• Monoisotopic Mass: 528.24716612
• SMILES: C[C@]1(C[C@@H](CC(C1)(C)C)N)CN.c1ccc(cc1)C(=O)O[C@H]([C@H](C(=O)O)OC(=O)c1ccccc1)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)OC(=O)c1ccccc1)OC(=O)c1ccccc1.NC[C@]1(C)C[C@H](N)CC(C1)(C)C
• InChI: InChI=1S/C18H14O8.C10H22N2/c19-15(20)13(25-17(23)11-7-3-1-4-8-11)14(16(21)22)26-18(24)12-9-5-2-6-10-12;1-9(2)4-8(12)5-10(3,6-9)7-11/h1-10,13-14H,(H,19,20)(H,21,22);8H,4-7,11-12H2,1-3H3/t13-,14-;8-,10-/m11/s1
• InChIKey: RLBZDNSMMNKGJB-CWPSWZSLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S)-3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine; (2R,3R)-2,3-bis(benzoyloxy)butanedioic acid
• IUPAC Traditional name: (1R,3S)-3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine; (2R,3R)-2,3-bis(benzoyloxy)butanedioic acid
• Synonyms: (1R,3S)-Isophorone diamine (2R,3R)-O,O′-dibenzoyl tartrate salt; (1S,3R)-5-Amino-1,3,3-trimethyl-cyclohexanemethylamine (2R,3R)-2,3-bis(benzoyloxy)butanedioate; cis-IPDA; (1R,3S)-3-Aminomethyl-3,5,5-trimethylcyclohexylamine O,O′-dibenzoyl-L-tartrate salt; (1R,3S)-异佛乐酮二胺(2R,3R)-O,O′-联苯酰酒石酸盐; (1S,3R)-5-氨基-1,3,3-三甲基-环己烷甲胺(2R,3R)-2,3-双(苯酰氧基)丁二酸酯; 顺式-IPDA; (1R,3S)-3-氨基甲基-3,5,5-三甲基环己胺-O,O′-联苯酰-L-酒石酸盐

Database IDs

• CAS Number: 918963-28-7
• MDL Number: MFCD15144818
• PubChem SID: 162236835
• PubChem CID: 16095454

CALCULATED PROPERTIES

• Acid pKa: 2.7658303
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.33519888
• LogD (pH = 7.4): -2.942197
• Log P: 3.1618
• Molar Refractivity: 85.8574 cm^3
• Polarizability: 33.62523 Å^3
• Polar Surface Area: 127.2 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0%; ≥97.0% (GC)
• Optical Purity: ee: ≥99.0%
• Impurities: ≤5.0% water
• Empirical Formula (Hill Notation): C28H36N2O8

DETAILS

Sigma Aldrich - 711616

Packaging
500 mg in glass bottle