2,5-dioxopyrrolidin-1-yl (2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylpentanoate

• ChemBase ID: 152807
• Molecular Formular: C15H24N2O6
• Molecular Mass: 328.36086
• Monoisotopic Mass: 328.1634365
• SMILES: CC[C@H](C)[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
• Canonical SMILES: CC[C@@H]([C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C15H24N2O6/c1-6-9(2)12(16-14(21)22-15(3,4)5)13(20)23-17-10(18)7-8-11(17)19/h9,12H,6-8H2,1-5H3,(H,16,21)/t9-,12-/m0/s1
• InChIKey: FATJLEZSGFVHQA-CABZTGNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-methylpentanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methylpentanoate
• Synonyms: Boc-L-isoleucine hydroxysuccinimide ester; Boc-Ile-OSu; Boc-L-异亮氨酸羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 3392-08-3
• EC Number: 222-231-8
• MDL Number: MFCD00022585
• Beilstein Number: 1552969
• PubChem SID: 24849440; 162246950
• PubChem CID: 333451

CALCULATED PROPERTIES

• Acid pKa: 13.238593
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.6150353
• LogD (pH = 7.4): 1.6150348
• Log P: 1.6150353
• Molar Refractivity: 79.5207 cm^3
• Polarizability: 31.732225 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 103-108 °C
• Optical Rotation: [α]20/D -27±2°, c = 2% in dioxane

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% (HPLC)
• Empirical Formula (Hill Notation): C15H24N2O6

DETAILS

Sigma Aldrich - 15442

Packaging
5 g in glass bottle