(3S)-3-tert-butylpiperazine-2,5-dione

• ChemBase ID: 152632
• Molecular Formular: C8H14N2O2
• Molecular Mass: 170.20896
• Monoisotopic Mass: 170.1055277
• SMILES: CC(C)(C)[C@H]1C(=O)NCC(=O)N1
• Canonical SMILES: O=C1CNC(=O)[C@@H](N1)C(C)(C)C
• InChI: InChI=1S/C8H14N2O2/c1-8(2,3)6-7(12)9-4-5(11)10-6/h6H,4H2,1-3H3,(H,9,12)(H,10,11)/t6-/m1/s1
• InChIKey: OWQNUQNZSDAFHT-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-tert-butylpiperazine-2,5-dione
• IUPAC Traditional name: (3S)-3-tert-butylpiperazine-2,5-dione
• Synonyms: (S)-3-tert-Butyl-2,5-piperazinedione; (S)-3-叔丁基-2,5-哌嗪二酮

Database IDs

• CAS Number: 65050-07-9
• MDL Number: MFCD00077675
• Beilstein Number: 4396135
• PubChem SID: 24852337; 162246776
• PubChem CID: 2725052

CALCULATED PROPERTIES

• Acid pKa: 11.208877
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.37630692
• LogD (pH = 7.4): -0.3763659
• Log P: -0.37630618
• Molar Refractivity: 43.4946 cm^3
• Polarizability: 17.197067 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +78±1°, c = 1% in acetic acid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (CHN)
• Empirical Formula (Hill Notation): C8H14N2O2

DETAILS

Sigma Aldrich - 20550

Other Notes
Derivative of L-tert-leucine used in the bislactim ether method for the preparation of amino acids in very high enantioselectivity1
Packaging
1 g in glass bottle