(2S,3S)-2,3-dihydroxy-N,N,N',N'-tetramethylbutanediamide

• ChemBase ID: 146268
• Molecular Formular: C8H16N2O4
• Molecular Mass: 204.22364
• Monoisotopic Mass: 204.111007
• SMILES: CN(C)C(=O)[C@H]([C@@H](C(=O)N(C)C)O)O
• Canonical SMILES: O[C@@H]([C@@H](C(=O)N(C)C)O)C(=O)N(C)C
• InChI: InChI=1S/C8H16N2O4/c1-9(2)7(13)5(11)6(12)8(14)10(3)4/h5-6,11-12H,1-4H3/t5-,6-/m0/s1
• InChIKey: PCYDYHRBODKVEL-WDSKDSINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2,3-dihydroxy-N,N,N',N'-tetramethylbutanediamide
• IUPAC Traditional name: (2S,3S)-2,3-dihydroxy-N,N,N',N'-tetramethylbutanediamide
• Synonyms: (-)-N,N,N′,N′-Tetramethyl-D-tartaric acid diamide; (-)-N,N,N′,N′-Tetramethyl-D-tartaric acid diamide; (-)-D-Tartaric acid bis(dimethylamide); (S,S)-(-)-2,3-Dihydroxy-N,N,N′,N′-tetramethylsuccinamide; N,N,N′,N′-Tetramethyl-D-tartaramide; (-)-N,N,N′,N′-四甲基-D-酒石酸二酰胺; 四甲基酒石酸胺; (-)-N,N,N′,N′-四甲基-D-酒石酸二酰胺; (-)-D-酒石酸双(二甲酰胺); (S,S)-(-)-2,3-二羟基-N,N,N′,N′-四甲基琥珀酰胺

Database IDs

• CAS Number: 63126-52-3
• MDL Number: MFCD00077879
• Beilstein Number: 4675378
• PubChem SID: 162240467; 24889013; 24863439
• PubChem CID: 6999257

CALCULATED PROPERTIES

• Acid pKa: 11.674234
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.5479813
• LogD (pH = 7.4): -2.548004
• Log P: -2.5479808
• Molar Refractivity: 49.4446 cm^3
• Polarizability: 19.263136 Å^3
• Polar Surface Area: 81.08 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 184-186 °C; 186-188 °C(lit.)
• Optical Rotation: [α]20/D -46±2°, c = 1.5% in ethanol; [α]20/D -46°, c = 3 in ethanol

Safety Information

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

Product Information

• Purity: ≥98.0% (sum of enantiomers, HPLC); 98%
• Grade: purum
• Linear Formula: [-CH(OH)CON(CH3)2]2
• Empirical Formula (Hill Notation): C8H16N2O4

DETAILS

Sigma Aldrich - 376396

Packaging
5 g in glass bottle