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

• ChemBase ID: 152196
• Molecular Formular: C18H20I2N2O7
• Molecular Mass: 630.16954
• Monoisotopic Mass: 629.93599699
• SMILES: CC(C)(C)OC(=O)N[C@@H](Cc1cc(c(c(c1)I)O)I)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C([C@H](Cc1cc(I)c(c(c1)I)O)NC(=O)OC(C)(C)C)ON1C(=O)CCC1=O
• InChI: InChI=1S/C18H20I2N2O7/c1-18(2,3)28-17(27)21-12(8-9-6-10(19)15(25)11(20)7-9)16(26)29-22-13(23)4-5-14(22)24/h6-7,12,25H,4-5,8H2,1-3H3,(H,21,27)/t12-/m0/s1
• InChIKey: OOTFAHIVGAQXOL-LBPRGKRZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-hydroxy-3,5-diiodophenyl)propanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl (2S)-2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxy-3,5-diiodophenyl)propanoate
• Synonyms: Boc-3,5-diiodo-L-tyrosine hydroxysuccinimide ester; Boc-Tyr(3,5-I2)-OSu; Boc-3,5-二碘-L-酪氨酸羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 163679-35-4
• MDL Number: MFCD00057897
• PubChem SID: 24849075; 162246341
• PubChem CID: 16211302

CALCULATED PROPERTIES

• Acid pKa: 7.255352
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.4861171
• LogD (pH = 7.4): 3.1188254
• Log P: 3.4936213
• Molar Refractivity: 119.249 cm^3
• Polarizability: 47.172424 Å^3
• Polar Surface Area: 122.24 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 144-148 °C
• Optical Rotation: [α]20/D +17±1°, c = 1% in chloroform

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): C18H20I2N2O7

DETAILS

Sigma Aldrich - 15093

Packaging
1 g in glass bottle