2,5-dioxopyrrolidin-1-yl (2S)-3-[4-(benzyloxy)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoate

• ChemBase ID: 152442
• Molecular Formular: C25H28N2O7
• Molecular Mass: 468.49902
• Monoisotopic Mass: 468.18965125
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1ccc(cc1)OCc1ccccc1)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C([C@H](Cc1ccc(cc1)OCc1ccccc1)NC(=O)OC(C)(C)C)ON1C(=O)CCC1=O
• InChI: InChI=1S/C25H28N2O7/c1-25(2,3)33-24(31)26-20(23(30)34-27-21(28)13-14-22(27)29)15-17-9-11-19(12-10-17)32-16-18-7-5-4-6-8-18/h4-12,20H,13-16H2,1-3H3,(H,26,31)/t20-/m0/s1
• InChIKey: GKLFTQJJYUFASW-FQEVSTJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-3-[4-(benzyloxy)phenyl]-2-{[(tert-butoxy)carbonyl]amino}propanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-3-[4-(benzyloxy)phenyl]-2-[(tert-butoxycarbonyl)amino]propanoate
• Synonyms: Boc-O-benzyl-L-tyrosine hydroxysuccinimide ester; Boc-Tyr(Bzl)-OSu; Boc-O-苄基-L-酪氨酸羟基琥珀酸亚氨酯

Database IDs

• CAS Number: 34805-19-1
• MDL Number: MFCD00037909
• Beilstein Number: 1611534
• PubChem SID: 162246587; 24849373
• PubChem CID: 13384626

CALCULATED PROPERTIES

• Acid pKa: 12.9642
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.5060997
• LogD (pH = 7.4): 3.5060987
• Log P: 3.5060997
• Molar Refractivity: 121.6189 cm^3
• Polarizability: 47.810616 Å^3
• Polar Surface Area: 111.24 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 149-153 °C
• Optical Rotation: [α]20/D -6.5±0.5°, 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): C25H28N2O7

DETAILS

Sigma Aldrich - 15377

Packaging
5 g in glass bottle