1-(Tert-butyloxycarbonyl)-2-bromo-3-methylindole

Base Information

• Chemical Name: 1-(Tert-butyloxycarbonyl)-2-bromo-3-methylindole
• CAS No.: 196713-98-1
• Molecular Formula: C₁₄H₁₆BrNO₂
• Molecular Weight: 310.191
• European Community (EC) Number: 688-181-8
• Mol file: 196713-98-1.mol

Synonyms:196713-98-1;tert-Butyl 2-bromo-3-methyl-1H-indole-1-carboxylate;1-(tert-butyloxycarbonyl)-2-bromo-3-methylindole;N-Boc-2-bromo-3-methylindole, 97%

Chemical Property of 1-(Tert-butyloxycarbonyl)-2-bromo-3-methylindole

Chemical Property:

• Melting Point: 160-170℃
• Storage Temp.: 2-8°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 309.03644
• Heavy Atom Count: 18
• Complexity: 326

Purity/Quality:

N-Boc-2-bromo-3-methylindole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 25-50/53
• Safety Statements: 45-60-61

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(N(C2=CC=CC=C12)C(=O)OC(C)(C)C)Br

Technology Process of 1-(Tert-butyloxycarbonyl)-2-bromo-3-methylindole

There total 3 articles about 1-(Tert-butyloxycarbonyl)-2-bromo-3-methylindole 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: 44.0%

3-Methylindole (83-34-1) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-bromo-3-methyl-1H-indole-1-carboxylate (196713-98-1)

Guidance literature:

3-Methylindole; With N-Bromosuccinimide; In dichloromethane; at 20 ℃; for 0.166667h;

di-tert-butyl dicarbonate; With dmap; In acetonitrile; at 20 ℃; for 0.166667h; Solvent;

DOI:10.1002/chem.201700747

Reference yield:

3-Methylindole (83-34-1) → tert-butyl 2-bromo-3-methyl-1H-indole-1-carboxylate (196713-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / N-bromosuccinimide / CCl₄ / 3 h / Heating

2: DMAP / acetonitrile / 0.5 h / Ambient temperature

With dmap; N-Bromosuccinimide; In tetrachloromethane; acetonitrile;

DOI:10.1021/jo971067g

Reference yield:

2-bromo-3-methyl-1H-indole (1484-28-2) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-bromo-3-methyl-1H-indole-1-carboxylate (196713-98-1)

Guidance literature:

With dmap; In acetonitrile; for 0.5h; Yield given; Ambient temperature;

DOI:10.1021/jo971067g

upstream raw materials:

2-bromo-3-methyl-1H-indole

di-tert-butyl dicarbonate

3-Methylindole

Downstream raw materials:

tert-butyl 5-phenylindolo[2,3-a]carbazole-11(12H)-carboxylate