5-Indoleboronic acid pinacol ester

• CAS: 269410-24-4
• Catalog Number: ACM269410244
• Category: Other Products
• Molecular Weight: 243.11
• Molecular Formula: C₁₄H₁₈BNO₂
• Synonyms: 578835_ALDRICH, 5-Indoleboronic acid pinacol ester, BM090, Indole-5-boronic acid pinacol ester, 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole, 269410-24-4
• IUPAC Name: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole
• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C2=CC3=C(C=C2)NC=C3
• InChI Key: FATPQDPUKVVCLT-UHFFFAOYSA-N
• Boiling Point: 396ºC at 760mmHg
• Melting Point: 120-125ºC
• Flash Point: 193.3ºC
• Density: 1.11g/cm³
• Appearance: Pale yellow to brownish crystalline powder
• Exact Mass: 243.14300
• Hazard Statements: Xn:Harmful
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Safety Description: S26-S36/37/39
• WGK Germany: 3

Synthetic Use

Upstream Synthesis Route 1

• 10075-50-0
• 73183-34-3

• 269410-24-4

Reference: [1] Patent: CN105601612, 2016, A, . Location in patent: Paragraph 0051; 0052; 0053

Upstream Synthesis Route 2

• 17422-32-1
• 73183-34-3

• 269410-24-4

Reference: [1] Angewandte Chemie - International Edition, 2007, vol. 46, # 28, p. 5359 - 5363
[2] RSC Advances, 2018, vol. 8, # 25, p. 13643 - 13648

Upstream Synthesis Route 3

• 10075-50-0
• 25015-63-8

• 269410-24-4

Reference: [1] Patent: US6680401, 2004, B1, . Location in patent: Page column 68

Upstream Synthesis Route 4

• 10075-50-0
• 73183-34-3

• 269410-24-4

Reference: [1]Current Patent Assignee: SHANGHAI TAOE CHEMICAL TECHNOLOGY CO LTD - CN105601612, 2016, A
Location in patent: Paragraph 0051; 0052; 0053

Upstream Synthesis Route 5

• 17422-32-1
• 73183-34-3

• 269410-24-4

Reference: [1]Billingsley, Kelvin L.; Barder, Timothy E.; Buchwald, Stephen L.
[Angewandte Chemie - International Edition, 2007, vol. 46, # 28, p. 5359 - 5363]
[2]Cai, Mingzhong; Luo, Chengkai; Xu, Caifeng; Huang, Bin
[Synthesis, 2022, vol. 54, # 5, p. 1339 - 1346]
[3]Ji, Hong; Wu, Li-Yang; Cai, Jiang-Hong; Li, Guo-Rong; Gan, Na-Na; Wang, Zhao-Hua
[RSC Advances, 2018, vol. 8, # 25, p. 13643 - 13648]