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

• ChemBase ID: 152601
• Molecular Formular: C15H24N2O6
• Molecular Mass: 328.36086
• Monoisotopic Mass: 328.1634365
• SMILES: CC(C)C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
• Canonical SMILES: CC(C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C)C
• InChI: InChI=1S/C15H24N2O6/c1-9(2)8-10(16-14(21)22-15(3,4)5)13(20)23-17-11(18)6-7-12(17)19/h9-10H,6-8H2,1-5H3,(H,16,21)/t10-/m0/s1
• InChIKey: WXRGJQZMGGGTSS-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}-4-methylpentanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-2-[(tert-butoxycarbonyl)amino]-4-methylpentanoate
• Synonyms: N-(tert-Butoxycarbonyl)-L-leucine N-hydroxysuccinimide ester; Boc-L-leucine hydroxysuccinimide ester; Boc-Leu-OSu; Boc-Leu-OSu; N-(叔丁氧羰基)-L-亮氨酸 N-羟基琥珀酰亚胺酯; Boc-L-亮氨酸羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 3392-09-4
• EC Number: 222-232-3
• MDL Number: MFCD00037913
• Beilstein Number: 4538026
• PubChem SID: 24849452; 162246746
• PubChem CID: 11023929

CALCULATED PROPERTIES

• Molar Refractivity: 79.5977 cm^3
• Polarizability: 31.732225 Å^3
• Polar Surface Area: 102.01 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true
• Acid pKa: 13.255446
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.5370816
• LogD (pH = 7.4): 1.5370811
• Log P: 1.5370816

PROPERTIES

Physical Property

• Melting Point: 110-113 °C(lit.); 111-113 °C
• Optical Rotation: [α]20/D -43.5±1°, c = 1% 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: ≥99.0% (TLC); 95+%
• Empirical Formula (Hill Notation): C15H24N2O6

DETAILS

Sigma Aldrich - 15454

Other Notes
Used for the quantative determination of D- and L-amino acids1
Packaging
5 g in glass bottle