1-tert-butyl 2,5-dioxopyrrolidin-1-yl (4S)-4-{[(benzyloxy)carbonyl]amino}pentanedioate

• ChemBase ID: 153315
• Molecular Formular: C21H26N2O8
• Molecular Mass: 434.43974
• Monoisotopic Mass: 434.1689158
• SMILES: CC(C)(C)OC(=O)CC[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OCc1ccccc1
• Canonical SMILES: O=C(N[C@H](C(=O)ON1C(=O)CCC1=O)CCC(=O)OC(C)(C)C)OCc1ccccc1
• InChI: InChI=1S/C21H26N2O8/c1-21(2,3)30-18(26)12-9-15(19(27)31-23-16(24)10-11-17(23)25)22-20(28)29-13-14-7-5-4-6-8-14/h4-8,15H,9-13H2,1-3H3,(H,22,28)/t15-/m0/s1
• InChIKey: FWRRURPRGINXSY-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-tert-butyl 2,5-dioxopyrrolidin-1-yl (4S)-4-{[(benzyloxy)carbonyl]amino}pentanedioate
• IUPAC Traditional name: 1-tert-butyl 2,5-dioxopyrrolidin-1-yl (4S)-4-{[(benzyloxy)carbonyl]amino}pentanedioate
• Synonyms: N-Cbz-γ-t-butyl-L-glutamic acid N-hydroxysuccinimide ester; Z-L-glutamic acid 5-tert-butyl-1-(N-succinimidyl) ester; Z-Glu(OtBu)-OSu; N-Cbz-γ-叔丁基-L-谷氨酸 N-羟基琥珀酰亚胺酯; Z-L-谷氨酸 5-叔丁基-1-(N-琥珀酰亚胺)酯

Database IDs

• CAS Number: 4666-16-4
• EC Number: 225-111-3
• MDL Number: MFCD00153329
• Beilstein Number: 2493125
• PubChem SID: 24890267; 162247454
• PubChem CID: 107572

CALCULATED PROPERTIES

• Acid pKa: 13.11418
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.800188
• LogD (pH = 7.4): 1.8001872
• Log P: 1.800188
• Molar Refractivity: 106.0962 cm^3
• Polarizability: 42.095116 Å^3
• Polar Surface Area: 128.31 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 105-107 °C
• Optical Rotation: [α]20/D -33±1°, c = 1% in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Empirical Formula (Hill Notation): C21H26N2O8