Quinoline-3-boronic acid pinacol ester

• CAS: 171364-85-5
• Catalog Number: ACM171364855
• Category: Boronic Esters
• Molecular Weight: 255.12
• Molecular Formula: C₁₅H₁₈BNO₂
• Synonyms: QUINOLINE-3-BORONIC ACID PINACOLATE;AKOS BRN-1143;3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)QUINOLINE;3-QUINOLINEBORONIC ACID PINACOL ESTER, 97%;QUINOLINE-3-BORONIC ACID PINACOL ESTER;quinoline-boronic acid pinacol ester;Quinoline, 3-(4,4,5,5-tetraMe
• IUPAC Name: 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline
• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=CC=CC=C3N=C2
• InChI Key: ARRJAONCYUAPJR-UHFFFAOYSA-N
• Boiling Point: 386.468ºC at 760 mmHg
• Melting Point: 56-60ºC(lit.)
• Flash Point: 187.53ºC
• Density: 1.101g/cm³
• Exact Mass: 255.14300
• Hazard Statements: Xi
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Safety Description: S26-S36

Synthetic Use

Upstream Synthesis Route 1

• 5332-24-1
• 73183-34-3

• 171364-85-5

Reference: [1] ChemCatChem, 2014, vol. 6, # 5, p. 1340 - 1348
[2] ACS Catalysis, 2018, vol. 8, # 5, p. 4049 - 4054
[3] Organic Letters, 2014, vol. 16, # 17, p. 4562 - 4565
[4] Patent: CN105254613, 2016, A, . Location in patent: Paragraph 0058; 0059; 0060; 0061

Upstream Synthesis Route 2

• 580-17-6
• 73183-34-3

• 171364-85-5

Reference: [1] Journal of Organic Chemistry, 2013, vol. 78, # 5, p. 1923 - 1933

Upstream Synthesis Route 3

• 5332-24-1
• 185990-03-8

• 171364-85-5

Reference: [1] Chemical Science, 2015, vol. 6, # 5, p. 2943 - 2951

Downstream Synthesis Route 1

• 185739-14-4
• 171364-85-5

• 1022094-54-7

Reference: [1]McAlpine, Indrawan; Tran-Dubé, Michelle; Wang, Fen; Scales, Stephanie; Matthews, Jean; Collins, Michael R.; Nair, Sajiv K.; Nguyen, Mary; Bian, Jianwei; Alsina, Luis Martinez; Sun, Jianmin; Zhong, Jiaying; Warmus, Joseph S.; O'Neill, Brian T.
[Journal of Organic Chemistry, 2015, vol. 80, # 14, p. 7266 - 7274]
[2]Gogsig, Thomas M.; Sobjerg, Lina S.; Lindhardt, Anders T.; Jensen, Kim L.; Skrydstrup, Troels
[Journal of Organic Chemistry, 2008, vol. 73, # 9, p. 3404 - 3410]

Downstream Synthesis Route 2

• 33332-28-4
• 171364-85-5

• 1454654-30-8

Reference: [1]Patent: WO2013/131609,2013,A1 .Location in patent: Page/Page column 115

Downstream Synthesis Route 3

• 557-21-1
• 171364-85-5

• 34846-64-5

Reference: [1]Chemical Science,2016,vol. 7,p. 2604 - 2613

* For details of the synthesis route, please refer to the original source to ensure accuracy.