(4S)-4-{[(benzyloxy)carbonyl]amino}-5-methoxy-5-oxopentanoic acid

• ChemBase ID: 134193
• Molecular Formular: C14H17NO6
• Molecular Mass: 295.28788
• Monoisotopic Mass: 295.10558727
• SMILES: COC(=O)[C@H](CCC(=O)O)NC(=O)OCc1ccccc1
• Canonical SMILES: COC(=O)[C@@H](NC(=O)OCc1ccccc1)CCC(=O)O
• InChI: InChI=1S/C14H17NO6/c1-20-13(18)11(7-8-12(16)17)15-14(19)21-9-10-5-3-2-4-6-10/h2-6,11H,7-9H2,1H3,(H,15,19)(H,16,17)/t11-/m0/s1
• InChIKey: BGMCTGARFXPQML-NSHDSACASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-{[(benzyloxy)carbonyl]amino}-5-methoxy-5-oxopentanoic acid
• IUPAC Traditional name: (4S)-4-{[(benzyloxy)carbonyl]amino}-5-methoxy-5-oxopentanoic acid
• Synonyms: Z-Glu-OMe; (4S)-4-{[(benzyloxy)carbonyl]amino}-5-methoxy-5-oxopentanoic acid; N-Carbobenzyloxy-L-glutamic acid 1-methyl ester; Z-L-Glutamic acid 1-methyl ester; N-Cbz-L-glutamic acid 1-methyl ester; Z-Glu-Ome; N-Benzyloxycarbonyl-L-glutamic acid 1-methyl ester; N-苄氧羰基-L-谷氨酸-1-甲酯; N-羧氧苄基-L-谷氨酸甲酯; N-苄氧羰基-L-谷氨酸 1-甲酯

Database IDs

• CAS Number: 5672-83-3
• MDL Number: MFCD00083278
• Beilstein Number: 2567599
• PubChem SID: 24890268; 162228470; 24865581
• PubChem CID: 2733408

CALCULATED PROPERTIES

• Acid pKa: 3.8859947
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.2425544
• LogD (pH = 7.4): -1.8441284
• Log P: 1.376643
• Molar Refractivity: 71.7368 cm^3
• Polarizability: 28.355026 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 64 - 69°C; 64-69 °C; 64-70°C; 68-70 °C(lit.)
• Refractive Index: 1.4365
• Optical Rotation: [α]20/D -24.0±1°, c = 1% in ethanol; [α]20/D -24°, c = 2 in ethanol; -24 (c=1 in ethanol)
• Hydrophobicity(logP): 0.963

Safety Information

• German water hazard class: 3
• Safety Statements: 22-24/25
• TSCA Listed: 否
• 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); 95%; 98%
• Linear Formula: HOOCCH2CH2CH(NHCOOCH2C6H5)COOCH3

DETAILS

Sigma Aldrich - 96140

Packaging
1 g in glass bottle