(2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoic acid

• ChemBase ID: 148451
• Molecular Formular: C14H19NO4
• Molecular Mass: 265.30496
• Monoisotopic Mass: 265.13140809
• SMILES: CC(C)C[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• Canonical SMILES: CC(C[C@@H](C(=O)O)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C14H19NO4/c1-10(2)8-12(13(16)17)15-14(18)19-9-11-6-4-3-5-7-11/h3-7,10,12H,8-9H2,1-2H3,(H,15,18)(H,16,17)/t12-/m0/s1
• InChIKey: USPFMEKVPDBMCG-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoic acid
• IUPAC Traditional name: carbobenzoxy-L-leucine
• Synonyms: Z-D-Leu-OH; N-(Benzyloxycarbonyl)-L-leucine; N-(Benzyloxycarbonyl)leucine; N-(Carbobenzoxy)leucine; N-(Phenylmethoxy)carbonyl-L-leucine; N-Carbobenzoxy-L-leucine; N-Carboxy-L-leucine N-benzyl ester; Benzyloxycarbonyl-L-leucine; Benzyloxycarbonylleucine; Carbobenzoxyleucine; L-N-(Benzyloxycarbonyl)leucine; L-(Carbobenzyloxy)leucine; NSC 60039; N-Carbobenzyloxy-L-leucine; N-Cbz-L-leucine; Z-L-Leucine; Z-Leu-OH; Z-Leu-OH; N-Benzyloxycarbonyl-L-leucine; N-Cbz-L-亮氨酸; N-苄氧羰基-L-亮氨酸; Z-L-亮氨酸; N-苄氧羰基-L-亮氨酸

Database IDs

• CAS Number: 28862-79-5; 2018-66-8
• EC Number: 217-960-3
• MDL Number: MFCD00026494; MFCD00066068
• Beilstein Number: 1253861
• PubChem SID: 24874197; 162242626
• PubChem CID: 74840

CALCULATED PROPERTIES

• Acid pKa: 3.9644194
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.294339
• LogD (pH = 7.4): -0.34111154
• Log P: 2.8380096
• Molar Refractivity: 69.8509 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

• Apperance: viscous liquid
• Flash Point: >110°C(230°F); 29 °C; 84.2 °F
• Density: 1 g/mL at 25 °C(lit.); 1.00
• Refractive Index: 1.5080; n20/D 1.512(lit.)
• Optical Rotation: [α]20/D -16±1°, c = 2% in ethanol; [α]20/D -17°, c = 2 in ethanol; -16 (c=2 in ethanol)

Safety Information

• RTECS: OH2921000
• European Hazard Symbols: Harmful (Xn)
• UN Number: 1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 63-10-40-67
• Safety Statements: 36/37
• TSCA Listed: 否
• GHS Pictograms: GHS02; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H226-H351-H361d
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, Gloves
• RID/ADR: UN 1993 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (T); 95+%; 97%; 98+% (dry wt.), may cont. up to ca 5% solvent
• Grade: purum
• Contains: ~10% solvents of crystalline
• Linear Formula: (CH3)2CHCH2CH(NHCOOCH2C6H5)COOH

DETAILS

Sigma Aldrich - C2502

Application
Reactant for:
• Peptide-based preparation of potential antitumor agents1
• Preparation of cyclopropyl peptidomimetics2
• Peptide synthesis3

Sigma Aldrich - 521221

Packaging
25 mL in glass bottle
Application
Reactant for:
• Peptide-based preparation of potential antitumor agents1
• Preparation of cyclopropyl peptidomimetics2
• Peptide synthesis3

Sigma Aldrich - 96710

Application
Reactant for:
• Peptide-based preparation of potential antitumor agents1
• Preparation of cyclopropyl peptidomimetics2
• Peptide synthesis3