2,5-dioxopyrrolidin-1-yl (2S)-2,6-bis({[(tert-butoxy)carbonyl]amino})hexanoate

• ChemBase ID: 152674
• Molecular Formular: C20H33N3O8
• Molecular Mass: 443.49132
• Monoisotopic Mass: 443.22676503
• SMILES: CC(C)(C)OC(=O)NCCCC[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
• Canonical SMILES: O=C(OC(C)(C)C)NCCCC[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C20H33N3O8/c1-19(2,3)29-17(27)21-12-8-7-9-13(22-18(28)30-20(4,5)6)16(26)31-23-14(24)10-11-15(23)25/h13H,7-12H2,1-6H3,(H,21,27)(H,22,28)/t13-/m0/s1
• InChIKey: IQVLXQGNLCPZCL-ZDUSSCGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-2,6-bis({[(tert-butoxy)carbonyl]amino})hexanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-2,6-bis[(tert-butoxycarbonyl)amino]hexanoate
• Synonyms: Nα,Nε-Di-Boc-L-lysine hydroxysuccinimide ester; Boc-Lys(Boc)-OSu; Nα,Nε-二叔丁氧羰基-L-赖氨酸 N-丁二酰亚胺酯

Database IDs

• CAS Number: 30189-36-7
• MDL Number: MFCD00057898
• Beilstein Number: 1559007
• PubChem SID: 24849112; 162246817
• PubChem CID: 13875534

CALCULATED PROPERTIES

• Acid pKa: 12.943948
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.6431681
• LogD (pH = 7.4): 1.643167
• Log P: 1.6431682
• Molar Refractivity: 108.1093 cm^3
• Polarizability: 42.898697 Å^3
• Polar Surface Area: 140.34 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -25.5±1.5°, c = 1% in DMF

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: ≥97.0% (calc. based on dry substance, C/N)
• Empirical Formula (Hill Notation): C20H33N3O8

DETAILS

Sigma Aldrich - 15131

Packaging
5 g in glass bottle