(3S)-3-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoic acid

• ChemBase ID: 39374
• Molecular Formular: C12H23NO4
• Molecular Mass: 245.31532
• Monoisotopic Mass: 245.16270822
• SMILES: C([C@@H](CC(=O)O)NC(=O)OC(C)(C)C)C(C)C
• Canonical SMILES: CC(C[C@H](NC(=O)OC(C)(C)C)CC(=O)O)C
• InChI: InChI=1S/C12H23NO4/c1-8(2)6-9(7-10(14)15)13-11(16)17-12(3,4)5/h8-9H,6-7H2,1-5H3,(H,13,16)(H,14,15)/t9-/m0/s1
• InChIKey: XRVAMBSTOWHUMM-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-3-{[(tert-butoxy)carbonyl]amino}-5-methylhexanoic acid
• IUPAC Traditional name: (3S)-3-[(tert-butoxycarbonyl)amino]-5-methylhexanoic acid
• Synonyms: (S)-3-(Boc-amino)-5-methylhexanoic acid; Boc-L-β-homoleucine; Boc-β-Homoleu-OH; Boc-L-beta-homoleucine; N-Boc-L-beta-homoleucine; Boc-beta-Homoleu-OH; (S)-3-(Boc-amino)-5-methylhexanoic acid; (S)-3-(Boc-氨基)-5-甲基己酸; Boc-L-β-高亮氨酸; (S)-3-(Boc-氨基)-5-甲基己酸

Database IDs

• CAS Number: 132549-43-0
• MDL Number: MFCD02101665
• Beilstein Number: 4251252
• PubChem SID: 161002681; 24848966
• PubChem CID: 2761526

CALCULATED PROPERTIES

• Acid pKa: 4.7064877
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3948191
• LogD (pH = 7.4): -0.38292575
• Log P: 2.2523198
• Molar Refractivity: 63.6682 cm^3
• Polarizability: 25.295286 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 53-55°C

Safety Information

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

Product Information

• Purity: ≥98.0% (TLC); 95%; 95+%
• Empirical Formula (Hill Notation): C12H23NO4

DETAILS

Sigma Aldrich - 14975

Other Notes
Building blocks for the synthesis of "carba peptides";1 building block for β-peptides.2,3
Packaging
1 g in poly tube