2-(6-methoxypyridin-2-yl)-6-phenyl-1,3,6,2-dioxazaborocane

• ChemBase ID: 142656
• Molecular Formular: C16H19BN2O3
• Molecular Mass: 298.14466
• Monoisotopic Mass: 298.14887288
• SMILES: B1(OCCN(CCO1)c1ccccc1)c1cccc(n1)OC
• Canonical SMILES: COc1cccc(n1)B1OCCN(CCO1)c1ccccc1
• InChI: InChI=1S/C16H19BN2O3/c1-20-16-9-5-8-15(18-16)17-21-12-10-19(11-13-22-17)14-6-3-2-4-7-14/h2-9H,10-13H2,1H3
• InChIKey: DBLBCHOTUMUCCT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-methoxypyridin-2-yl)-6-phenyl-1,3,6,2-dioxazaborocane
• IUPAC Traditional name: 2-(6-methoxypyridin-2-yl)-6-phenyl-1,3,6,2-dioxazaborocane
• Synonyms: 6-Methoxy-2-pyridineboronic acid-N-phenyldiethanolamine ester; 6-Methoxypyridine-2-boronic acid N-phenyldiethanolamine ester; 6-甲氧基吡啶-2-硼酸 N-苯基二乙醇胺酯

Database IDs

• CAS Number: 872054-59-6
• MDL Number: MFCD08276767
• PubChem SID: 24883634; 162236882
• PubChem CID: 16217865

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.8835344
• LogD (pH = 7.4): 4.8835993
• Log P: 4.8836
• Molar Refractivity: 81.05 cm^3
• Polarizability: 32.67979 Å^3
• Polar Surface Area: 43.82 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 210 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 3175
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: 2
• Risk Statements: 37/38-41-67
• Safety Statements: 26-39
• GHS Pictograms: GHS02; GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H228-H315-H318-H335
• GHS Precautionary statements: P210-P261-P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3175 4.1/PG 2

Product Information

• Empirical Formula (Hill Notation): C16H19BN2O3

DETAILS

Sigma Aldrich - 649155

General description
May contain varying amounts of Isopropanol and N-phenyldiethanolamine as stabilizers
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of alkylated sulfonamides via alkylation with alcohols catalyzed by Ag/Mo hybrid1
• Preparation of 7-disubstituted oxyindoles as EP3 receptor antagonists2
• Preparation of N-substituted sulfonamides via ferrous chloride-catalyzed N-alkylation with benzylic alcohols3
• Preparation of (alkyl)hydroxybenzimidazoles, via a O- to N-acyl transfer reaction, as intermediates for EP3 receptor antagonists4
• Preparation of N-arylsulfonyl β-[(aryloxy)indolyl]acrylamides as potent and selective EP3 receptor antagonists5