(2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}-4-methylpentanoic acid

• ChemBase ID: 39521
• Molecular Formular: C12H23NO4
• Molecular Mass: 245.31532
• Monoisotopic Mass: 245.16270822
• SMILES: N(C)([C@@H](CC(C)C)C(=O)O)C(=O)OC(C)(C)C
• Canonical SMILES: CC(C[C@H](N(C(=O)OC(C)(C)C)C)C(=O)O)C
• InChI: InChI=1S/C12H23NO4/c1-8(2)7-9(10(14)15)13(6)11(16)17-12(3,4)5/h8-9H,7H2,1-6H3,(H,14,15)/t9-/m0/s1
• InChIKey: YXJFAOXATCRIKU-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(tert-butoxy)carbonyl](methyl)amino}-4-methylpentanoic acid
• IUPAC Traditional name: (2S)-2-[(tert-butoxycarbonyl)(methyl)amino]-4-methylpentanoic acid
• Synonyms: Boc-Nalpha-methyl-L-leucine; Boc-N-methyl-L-leucine; Boc-N-Me-Leu-OH; Boc-N-甲基-L-亮氨酸

Database IDs

• CAS Number: 53363-89-6
• MDL Number: MFCD00038522
• Beilstein Number: 2373250
• PubChem SID: 24849443; 161002828
• PubChem CID: 7010555

CALCULATED PROPERTIES

• Acid pKa: 4.24892
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1186714
• LogD (pH = 7.4): -0.60840935
• Log P: 2.3911724
• Molar Refractivity: 63.9406 cm^3
• Polarizability: 25.295286 Å^3
• Polar Surface Area: 66.84 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -36±2°, c = 1% in methylene chloride

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, TLC)
• Linear Formula: (CH3)2CHCH2CH(COOH)N(CH3)COOC(CH3)3

DETAILS

Sigma Aldrich - 15446

Packaging
5 g in poly bottle