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

• ChemBase ID: 69658
• Molecular Formular: C13H17NO4
• Molecular Mass: 251.27838
• Monoisotopic Mass: 251.11575803
• SMILES: C(=O)([C@@H](NC(=O)OCc1ccccc1)C(C)C)O
• Canonical SMILES: CC([C@@H](C(=O)O)NC(=O)OCc1ccccc1)C
• InChI: InChI=1S/C13H17NO4/c1-9(2)11(12(15)16)14-13(17)18-8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3,(H,14,17)(H,15,16)/t11-/m0/s1
• InChIKey: CANZBRDGRHNSGZ-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-3-methylbutanoic acid
• Synonyms: Carbobenzyloxy-L-valine; Z-Val-OH; N-Cbz-L-Valine; Z-L-Valine; Carbobenzyloxy-L-valine; Z-Val-OH; N-Carbobenzyloxy-L-valine; (2S)-2-{[(Benzyloxy)carbonyl]amino}-3-methylbutanoic acid; L-Valine, N-CBZ protected; (S)-N-(benzyloxycarbonyl)valine; N-CBZ-L-VALINE; N-Benzyloxycarbonyl-L-valine; N-苄氧基羰基-L-缬氨酸; 羰苄氧基-L-缬氨酸; N-苄氧羰基-L-缬氨酸; Z-L-缬氨酸; N-苄氧羰基-L-缬氨酸

Database IDs

• CAS Number: 1149-26-4
• EC Number: 214-562-1
• MDL Number: MFCD00008922
• Beilstein Number: 2056617
• PubChem SID: 24857663; 162035384
• PubChem CID: 726987

CALCULATED PROPERTIES

• Acid pKa: 3.8966515
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.8624718
• LogD (pH = 7.4): -0.7439233
• Log P: 2.4713948
• Molar Refractivity: 65.1729 cm^3
• Polarizability: 25.662024 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 58-61 °C; 59-60°C; 60°C; 62-64 °C(lit.)
• Optical Rotation: [α]20/D -4.2±0.5°, c = 2 in chloroform; [α]20/D -4.2±0.5°, c = 2% in acetic acid

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 38-43
• Safety Statements: 36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H315-H334
• GHS Precautionary statements: P261-P342 + P311
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (T); 95+%; 97%; 98%; 99%
• Grade: purum
• Linear Formula: (CH3)2CHCH(NHCOOCH2C6H5)COOH

DETAILS

MP Biomedicals - 02100207

Crystalline

Sigma Aldrich - 293520

Packaging
5 g in glass bottle