(2S)-2-{[(benzyloxy)carbonyl]amino}-5-(tert-butoxy)-5-oxopentanoic acid

• ChemBase ID: 152560
• Molecular Formular: C17H23NO6
• Molecular Mass: 337.36762
• Monoisotopic Mass: 337.15253746
• SMILES: CC(C)(C)OC(=O)CC[C@@H](C(=O)O)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)O)CCC(=O)OC(C)(C)C)OCc1ccccc1
• InChI: InChI=1S/C17H23NO6/c1-17(2,3)24-14(19)10-9-13(15(20)21)18-16(22)23-11-12-7-5-4-6-8-12/h4-8,13H,9-11H2,1-3H3,(H,18,22)(H,20,21)/t13-/m0/s1
• InChIKey: GLMODRZPPBZPPB-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-{[(benzyloxy)carbonyl]amino}-5-(tert-butoxy)-5-oxopentanoic acid
• IUPAC Traditional name: (2S)-2-{[(benzyloxy)carbonyl]amino}-5-(tert-butoxy)-5-oxopentanoic acid
• Synonyms: N-Cbz-L-glutamic acid γ-t-butyl ester; Z-L-glutamic acid 5-tert-butyl ester; Z-Glu(OtBu)-OH; CBZ-Glu(OtBu)-OH; (S)-2-(((Benzyloxy)carbonyl)aMino)-5-(tert-butoxy)-5-oxopentanoic acid; Z-Glu(OtBu)-OH; N-苄氧羰基-L-谷氨酸 γ-叔丁酯; N-苄氧羰基-L-谷氨酸 5-叔丁酯

Database IDs

• CAS Number: 3886-08-6
• EC Number: 223-421-3
• MDL Number: MFCD00038274
• Beilstein Number: 2570100
• PubChem SID: 162246705; 24890266
• PubChem CID: 107472

CALCULATED PROPERTIES

• Acid pKa: 3.820582
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.74828327
• LogD (pH = 7.4): -0.82220703
• Log P: 2.4306026
• Molar Refractivity: 85.5424 cm^3
• Polarizability: 33.835133 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -14±1°, c = 2% in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38-43
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H317-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (TLC); 97%
• Linear Formula: (CH3)3COOCCH2CH2CH(NHCOOCH2C6H5)COOH

DETAILS

Sigma Aldrich - 96129

Packaging
5 g in glass bottle