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

• ChemBase ID: 106104
• Molecular Formular: C19H24N2O7
• Molecular Mass: 392.40306
• Monoisotopic Mass: 392.15835112
• SMILES: CC(C)(C)OC(=O)N[C@@H](COCc1ccccc1)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C([C@@H](NC(=O)OC(C)(C)C)COCc1ccccc1)ON1C(=O)CCC1=O
• InChI: InChI=1S/C19H24N2O7/c1-19(2,3)27-18(25)20-14(12-26-11-13-7-5-4-6-8-13)17(24)28-21-15(22)9-10-16(21)23/h4-8,14H,9-12H2,1-3H3,(H,20,25)/t14-/m0/s1
• InChIKey: NTFYOALQRQBBDG-AWEZNQCLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}propanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-3-(benzyloxy)-2-[(tert-butoxycarbonyl)amino]propanoate
• Synonyms: Boc-O-benzyl-L-serine hydroxysuccinimide ester; Boc-Ser(Bzl)-OSu; N-α-t-BOC-O-BENZYL-L-SERINE N-HYDROXYSUCCINIMIDE ESTER; Boc-O-苄基-L-丝氨酸羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 13650-73-2
• MDL Number: MFCD00037908
• Beilstein Number: 4239786
• PubChem SID: 162087656; 24849065
• PubChem CID: 12879025

CALCULATED PROPERTIES

• Acid pKa: 13.00457
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.6036611
• LogD (pH = 7.4): 1.6036601
• Log P: 1.6036611
• Molar Refractivity: 96.8316 cm^3
• Polarizability: 38.30853 Å^3
• Polar Surface Area: 111.24 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

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% (HPLC)
• Empirical Formula (Hill Notation): C19H24N2O7

DETAILS

Sigma Aldrich - 15079

Packaging
5 g in glass bottle