1-BOC-6-methylindole-2-boronic acid

Base Information

• Chemical Name: 1-BOC-6-methylindole-2-boronic acid
• CAS No.: 850568-51-3
• Molecular Formula: C₁₄H₁₈BNO₄
• Molecular Weight: 275.112
• Hs Code.: 2933990090
• European Community (EC) Number: 689-307-4
• DSSTox Substance ID: DTXSID70393431
• Wikidata: Q82192196
• Mol file: 850568-51-3.mol

Synonyms:850568-51-3;1-BOC-6-methylindole-2-boronic acid;(1-(tert-Butoxycarbonyl)-6-methyl-1H-indol-2-yl)boronic acid;[6-methyl-1-[(2-methylpropan-2-yl)oxycarbonyl]indol-2-yl]boronic Acid;SCHEMBL594086;6-Methyl-1H-indole-2-boronic acid, N-BOC protected;DTXSID70393431;KLHBTAWDTXMJLT-UHFFFAOYSA-N;(1-(tert-Butoxycarbonyl)-6-methyl-1H-indol-2-yl)boronicacid;N-Boc-6-methyl-indoleboronic acid;AMY41774;MFCD04973738;AKOS015836493;AB21402;AS-70950;CS-0002252;FT-0644940;W17386;1-Boc-6-methylindole-2-boronic acid, AldrichCPR;A841120;1-(tert-butoxycarbonyl)-6-methyl-1H-indol-2-ylboronic acid;{1-[(tert-butoxy)carbonyl]-6-methyl-1H-indol-2-yl}boronic acid

Chemical Property of 1-BOC-6-methylindole-2-boronic acid

Chemical Property:

• Vapor Pressure: 3.87E-09mmHg at 25°C
• Melting Point: 102-104 °C
• Refractive Index: 1.541
• Boiling Point: 456.8 °C at 760 mmHg
• Flash Point: 230.1 °C
• PSA: 71.69000
• Density: 1.16 g/cm³
• LogP: 1.41270
• Storage Temp.: Keep Cold
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 275.1328882
• Heavy Atom Count: 20
• Complexity: 369

Purity/Quality:

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

1-BOC-6-methylindole-2-boronicacid ^*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=C(C=C2)C)(O)O

Technology Process of 1-BOC-6-methylindole-2-boronic acid

There total 3 articles about 1-BOC-6-methylindole-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:

tert-butyl 6-methyl-1H-indole-1-carboxylate (127956-24-5) → C14H18BNO4 (850568-51-3)

Guidance literature:

With Triisopropyl borate; lithium diisopropyl amide; In tetrahydrofuran; cyclohexane; at -78 - 0 ℃; for 2.25h; Inert atmosphere;

DOI:10.1021/jm401621g

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → C14H18BNO4 (850568-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / dichloromethane / 2 h / 20 °C

2: lithium diisopropyl amide; Triisopropyl borate / tetrahydrofuran; cyclohexane / 2.25 h / -78 - 0 °C / Inert atmosphere

With dmap; Triisopropyl borate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; cyclohexane;

DOI:10.1021/jm401621g

Reference yield:

6-methylindole (3420-02-8) → C14H18BNO4 (850568-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / dichloromethane / 2 h / 20 °C

2: lithium diisopropyl amide; Triisopropyl borate / tetrahydrofuran; cyclohexane / 2.25 h / -78 - 0 °C / Inert atmosphere

With dmap; Triisopropyl borate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; cyclohexane;

DOI:10.1021/jm401621g

upstream raw materials:

di-tert-butyl dicarbonate

6-methylindole

tert-butyl 6-methyl-1H-indole-1-carboxylate

Downstream raw materials:

C₂₉H₃₀N₂O₄S

Refernces