2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-carbamoylbutanoate

• ChemBase ID: 139206
• Molecular Formular: C14H21N3O7
• Molecular Mass: 343.33244
• Monoisotopic Mass: 343.13795003
• SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)N)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C([C@@H](NC(=O)OC(C)(C)C)CCC(=O)N)ON1C(=O)CCC1=O
• InChI: InChI=1S/C14H21N3O7/c1-14(2,3)23-13(22)16-8(4-5-9(15)18)12(21)24-17-10(19)6-7-11(17)20/h8H,4-7H2,1-3H3,(H2,15,18)(H,16,22)/t8-/m0/s1
• InChIKey: WWXJEZQDOXUDOV-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-carbamoylbutanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-2-[(tert-butoxycarbonyl)amino]-4-carbamoylbutanoate
• Synonyms: Boc-L-glutamine hydroxysuccinimide ester; Boc-Gln-OSu; Boc-L-谷氨酰胺羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 18800-78-7
• MDL Number: MFCD00055962
• Beilstein Number: 5144914
• PubChem SID: 24849081; 162233454
• PubChem CID: 16211303

CALCULATED PROPERTIES

• Acid pKa: 13.043602
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.87712204
• LogD (pH = 7.4): -0.87712276
• Log P: -0.87712187
• Molar Refractivity: 78.5367 cm^3
• Polarizability: 31.237143 Å^3
• Polar Surface Area: 145.1 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 121-124 °C (dec.)
• Optical Rotation: [α]20/D -29±1°, c = 1% in acetone

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

• Purity: ≥98.0% (C/N)
• Empirical Formula (Hill Notation): C14H21N3O7