{1-[(tert-butoxy)carbonyl]-1H-pyrrol-2-yl}boronic acid

• ChemBase ID: 9916
• Molecular Formular: C9H14BNO4
• Molecular Mass: 211.02276
• Monoisotopic Mass: 211.10158833
• SMILES: c1ccn(c1B(O)O)C(=O)OC(C)(C)C
• Canonical SMILES: OB(c1cccn1C(=O)OC(C)(C)C)O
• InChI: InChI=1S/C9H14BNO4/c1-9(2,3)15-8(12)11-6-4-5-7(11)10(13)14/h4-6,13-14H,1-3H3
• InChIKey: ZWGMJLNXIVRFRJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {1-[(tert-butoxy)carbonyl]-1H-pyrrol-2-yl}boronic acid
• IUPAC Traditional name: 1-(tert-butoxycarbonyl)pyrrol-2-ylboronic acid
• Synonyms: N-Boc-2-Pyrroleboronic acid; N-Boc-2-pyrroleboronic Acid; 2-Borono-1H-pyrrole-1-carboxylic Acid 1-(1,1-Dimethylethyl) Ester; (1-(tert-Butoxycarbonyl)pyrrole-2-yl)boronic Acid; [1-[[(1,1-Dimethylethyl)oxy]carbonyl]-1H-pyrrol-2-yl]boronic Acid; N-Boc-pyrryl-boronic Acid; 1-(t-Butoxycarbonyl)pyrrole-2-boronic acid; [1-(tert-butoxycarbonyl)-1H-pyrrol-2-yl]boronic acid; 1-(tert-Butoxycarbonyl)-1H-pyrrole-2-boronic acid; tert-Butyl 2-borono-1H-pyrrole-1-carboxylate; 2-Borono-1-(tert-butoxycarbonyl)-1H-pyrrole; 1H-Pyrrole-2-boronic acid, N-BOC protected; N-Boc-2-pyrryl boronic acid; N-Boc-2-pyrroleboronic acid; 1-tert-Butoxycarbonylpyrrole-2-boronic acid; 1-Boc-pyrrole-2-boronic acid; 1-(TERT-BUTOXYCARBONYL)PYRROLE-2-BORONIC ACID; 1-叔丁氧羰基-2-吡咯基硼酸; 1-Boc-吡咯-2-硼酸

Database IDs

• CAS Number: 135884-31-0
• MDL Number: MFCD01318939
• Beilstein Number: 7993875
• PubChem SID: 160973223; 24849035
• PubChem CID: 2734321

CALCULATED PROPERTIES

• Acid pKa: 8.277799
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.5731801
• LogD (pH = 7.4): 1.5201372
• Log P: 1.5739
• Molar Refractivity: 49.3151 cm^3
• Polarizability: 21.230778 Å^3
• Polar Surface Area: 71.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Off-White Solid
• Melting Point: 105-108°C; 93-98 °C (dec.)(lit.); 93-98°C; 94-96°C

Safety Information

• Storage Warning: Irritant/Moisture Sensitive/Store under Argon/Store at -20°C; KEEP COLD
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (T); 96%; 97%; 98%
• Empirical Formula (Hill Notation): C9H14BNO4

DETAILS

Sigma Aldrich - 15047

Packaging
1 g in poly tube
250 mg in poly bottle

REFERENCES

• Rheault, T., et al.: Bioorg. Med. Chem. Lett., 19, 817 (2009)