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

• ChemBase ID: 102305
• Molecular Formular: C17H23NO6
• Molecular Mass: 337.36762
• Monoisotopic Mass: 337.15253746
• SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(OCc1ccccc1)CC[C@@H](C(=O)O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C17H23NO6/c1-17(2,3)24-16(22)18-13(15(20)21)9-10-14(19)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: AJDUMMXHVCMISJ-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-5-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid
• IUPAC Traditional name: (2S)-5-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]-5-oxopentanoic acid
• Synonyms: Boc-L-glutamic acid 5-benzyl ester; N-α-t-BOC-L-GLUTAMIC ACID-γ-BENZYL ESTER; Boc-Glu(OBzl)-OH; Boc-L-谷氨酸-5-苄酯

Database IDs

• CAS Number: 13574-13-5
• EC Number: 237-007-5
• MDL Number: MFCD00065569
• Beilstein Number: 2226572
• PubChem SID: 162088087; 24849411
• PubChem CID: 83589

CALCULATED PROPERTIES

• Acid pKa: 3.7337904
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.6644428
• LogD (pH = 7.4): -0.8609401
• Log P: 2.4306026
• Molar Refractivity: 85.5424 cm^3
• Polarizability: 33.835136 Å^3
• Polar Surface Area: 101.93 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 69-71 °C
• Optical Rotation: [α]20/D -5.5±0.5°, c = 1% in acetic acid

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% (T)
• Linear Formula: C6H5CH2OCOCH2CH2CH(COOH)NHCOOC(CH3)3

DETAILS

MP Biomedicals - 02101066

Crystalline
Free acid

Sigma Aldrich - 15418

Packaging
25 g in glass bottle