(2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoic acid

• ChemBase ID: 145297
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: CC[C@H](C)[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)O)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C14H19NO4/c1-3-10(2)12(13(16)17)15-14(18)19-9-11-7-5-4-6-8-11/h4-8,10,12H,3,9H2,1-2H3,(H,15,18)(H,16,17)/t10-,12-/m0/s1
• InChIKey: JSHXJPFZKBRLFU-JQWIXIFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoic acid
• IUPAC Traditional name: (2S,3S)-2-{[(benzyloxy)carbonyl]amino}-3-methylpentanoic acid
• Synonyms: Z-Ile-OH; N-Carbobenzyloxy-L-isoleucine; Z-L-Isoleucine; Z-L-Isoleucine; Z-Ile-OH; N-苄氧羰基-L-异亮氨酸; Z-L-异亮氨酸; Z-L-异亮氨酸

Database IDs

• CAS Number: 3160-59-6
• EC Number: 221-611-0
• MDL Number: MFCD00027064
• Beilstein Number: 4189486
• PubChem SID: 24865574; 162239504
• PubChem CID: 2724772

CALCULATED PROPERTIES

• Acid pKa: 3.9607408
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3687549
• LogD (pH = 7.4): -0.26519
• Log P: 2.9159634
• Molar Refractivity: 69.7739 cm^3
• Polarizability: 27.495182 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 52-54 °C(lit.)
• Optical Rotation: [α]20/D +6.0°, c = 6 in ethanol; [α]20/D +7.0±1°, c = 6% in ethanol

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: ≥98.0% (HPLC); 98%
• Grade: purum
• Linear Formula: CH3CH2CH(CH3)CH(NHCOOCH2C6H5)COOH
• Empirical Formula (Hill Notation): C14H19NO4

DETAILS

Sigma Aldrich - 408530

Packaging
5 g in glass bottle