1,4-di-tert-butyl (2S,3S)-2,3-dihydroxybutanedioate

• ChemBase ID: 134434
• Molecular Formular: C12H22O6
• Molecular Mass: 262.29948
• Monoisotopic Mass: 262.14163842
• SMILES: CC(C)(C)OC(=O)[C@H]([C@@H](C(=O)OC(C)(C)C)O)O
• Canonical SMILES: O[C@@H]([C@@H](C(=O)OC(C)(C)C)O)C(=O)OC(C)(C)C
• InChI: InChI=1S/C12H22O6/c1-11(2,3)17-9(15)7(13)8(14)10(16)18-12(4,5)6/h7-8,13-14H,1-6H3/t7-,8-/m0/s1
• InChIKey: ITWOKJQQGHCDBL-YUMQZZPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-di-tert-butyl (2S,3S)-2,3-dihydroxybutanedioate
• IUPAC Traditional name: 1,4-di-tert-butyl (2S,3S)-2,3-dihydroxybutanedioate
• Synonyms: (-)-Di-tert-butyl D-tartrate; (-)-二叔丁基 D-酒石酸

Database IDs

• CAS Number: 117384-46-0
• MDL Number: MFCD00191999
• Beilstein Number: 7207487
• PubChem SID: 162228710; 24890141
• PubChem CID: 11021673

CALCULATED PROPERTIES

• Acid pKa: 11.184804
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.57090664
• LogD (pH = 7.4): 0.5708363
• Log P: 0.57090753
• Molar Refractivity: 63.3628 cm^3
• Polarizability: 25.718498 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 90-92 °C; 90-92 °C(lit.)
• Optical Rotation: [α]20/D -11±1°, c = 1% in acetone

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, GC)
• Optical Purity: enantiomeric ratio: ≥99.5:0.5 (GC)
• Linear Formula: [CH(OH)CO2C(CH3)3]2