1-Boc-5-cyano-1H-indole-2-boronic acid

Base Information

• Chemical Name: 1-Boc-5-cyano-1H-indole-2-boronic acid
• CAS No.: 475102-15-9
• Molecular Formula: C14H15BN2O4
• Molecular Weight: 286.095
• Hs Code.: 2933299090
• DSSTox Substance ID: DTXSID60401110
• Nikkaji Number: J1.814.452B
• Wikidata: Q72448947
• Mol file: 475102-15-9.mol

Synonyms:475102-15-9;1-BOC-5-CYANO-1H-INDOLE-2-BORONIC ACID;1-BOC-5-CYANOINDOLE-2-BORONIC ACID;(1-(TERT-BUTOXYCARBONYL)-5-CYANO-1H-INDOL-2-YL)BORONIC ACID;[5-cyano-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-2-yl]boronic Acid;MFCD04114578;1-(TERT-BUTOXYCARBONYL)-5-CYANO-1H-INDOL-2-YL-2-BORONIC ACID;[1-(tert-butoxycarbonyl)-5-cyano-1h-indol-2-yl]boronic acid;SCHEMBL757548;DTXSID60401110;AJWYBPNMPKTRDV-UHFFFAOYSA-N;AKOS015920261;AB18593;PS-9436;SY321640;CS-0002261;FT-0600674;W16900;A827255;5-Cyano-1H-indole-2-boronic acid, N-BOC protected;J-503650;1-(tert-butoxycarbonyl)-5-cyanoindole-2-boronic acid;1-Boc-5-cyano-1H-indole-2-boronic acid, AldrichCPR;(1,2,3,4-Tetrahydro-[1,6]naphthyridin-8-yl)-methylamine;1-(tert-butoxycarbonyl)-5-cyano-1H-indol-2-ylboronic acid;(1-(TERT-BUTOXYCARBONYL)-5-CYANO-1H-INDOL-2-YL)BORONICACID;1-(1,1-Dimethylethyl) 2-borono-5-cyano-1H-indole-1-carboxylate;[5-cyano-1-[(2-methylpropan-2-yl)oxy-oxomethyl]-2-indolyl]boronic acid

Chemical Property of 1-Boc-5-cyano-1H-indole-2-boronic acid

Chemical Property:

• Vapor Pressure: 3.46E-11mmHg at 25°C
• Melting Point: 260-270 °C
• Refractive Index: 1.566
• Boiling Point: 509.1 °C at 760 mmHg
• Flash Point: 261.7 °C
• PSA: 95.48000
• Density: 1.21 g/cm³
• LogP: 0.97598
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 286.1124871
• Heavy Atom Count: 21
• Complexity: 454

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Boc-5-cyanoindole-2-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC2=C(N1C(=O)OC(C)(C)C)C=CC(=C2)C#N)(O)O

Technology Process of 1-Boc-5-cyano-1H-indole-2-boronic acid

There total 1 articles about 1-Boc-5-cyano-1H-indole-2-boronic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-(tert-butoxycarbonyl)-1H-indole-5-carbonitrile (475102-10-4) → 5-cyanoindole-2-boronic acid (871329-64-5) + (1-(tert-butoxycarbonyl)-5-cyano-1H-indol-2-yl)boronic acid (475102-15-9)

Guidance literature:

With Triisopropyl borate; lithium diisopropyl amide; In tetrahydrofuran; cyclohexane; at 0 - 20 ℃; for 2.33333h;

Reference yield: 81.0%

C12H11BrFN3O (1420205-95-3) + (1-(tert-butoxycarbonyl)-5-cyano-1H-indol-2-yl)boronic acid (475102-15-9) → C26H24FN5O3 (1420206-01-4)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate; In tetrahydrofuran; water; at 40 ℃; for 16h; Inert atmosphere;

Reference yield:

3,5-dichloroiodobenzene (3032-81-3) + (1-(tert-butoxycarbonyl)-5-cyano-1H-indol-2-yl)boronic acid (475102-15-9) → tert-butyl 5-cyano-2-(3,5-dichlorophenyl)-1H-indole-1-carboxylate (1137644-27-9)

Guidance literature:

With N-cyclohexyl-cyclohexanamine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; at 60 ℃; for 3h; pressure vessel;

upstream raw materials:

1-(tert-butoxycarbonyl)-1H-indole-5-carbonitrile

Downstream raw materials:

C₂₉H₂₇N₃O₄S

tert-butyl 5-cyano-2-phenyl-1H-indole-1-carboxylate

C₂₁H₁₇N₃O₂

tert-butyl 5-cyano-2-(3,5-dichlorophenyl)-1H-indole-1-carboxylate

Refernces