tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate

Base Information

• Chemical Name: tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate
• CAS No.: 95305-16-1
• Molecular Formula: C₂₁H₂₆BrNO₄
• Molecular Weight: 436.346
• Mol file: 95305-16-1.mol

Synonyms:tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate

Chemical Property of tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate

There total 4 articles about tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate 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 5-benzyloxycarbonylmethyl-4-ethyl-3-methylpyrrole-2-carboxylate (95305-11-6) → tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate (95305-16-1)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 0.25h; Heating; Irradiation;

DOI:10.1039/P19840002733

Reference yield:

5-tert-Butoxycarbonyl-3-ethyl-4-methylpyrrole-2-carboxylic Acid (31897-11-7) → tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate (95305-16-1)

Guidance literature:

Multi-step reaction with 4 steps

1: thionyl chloride, DMF / CH₂Cl₂ / 0.83 h / Heating

2: diethyl ether / 1.) 0 deg C, 3 h, 2.) 20 deg C, 16 h

3: triethylamine / phenylmethanol / 1.5 h / 80 °C

4: N-bromosuccinimide / CCl₄ / 0.25 h / Heating; Irradiation

With N-Bromosuccinimide; thionyl chloride; triethylamine; N,N-dimethyl-formamide; In tetrachloromethane; diethyl ether; dichloromethane; benzyl alcohol;

DOI:10.1039/P19840002733

Reference yield:

5-Chlorocarbonyl-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester (95305-12-7) → tert-Butyl 5-benzyloxycarbonyl(bromo)methyl-4-ethyl-3-methylpyrrole-2-carboxylate (95305-16-1)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 1.) 0 deg C, 3 h, 2.) 20 deg C, 16 h

2: triethylamine / phenylmethanol / 1.5 h / 80 °C

3: N-bromosuccinimide / CCl₄ / 0.25 h / Heating; Irradiation

With N-Bromosuccinimide; triethylamine; In tetrachloromethane; diethyl ether; benzyl alcohol;

DOI:10.1039/P19840002733

upstream raw materials:

tert-Butyl 5-benzyloxycarbonylmethyl-4-ethyl-3-methylpyrrole-2-carboxylate

5-tert-Butoxycarbonyl-3-ethyl-4-methylpyrrole-2-carboxylic Acid

5-Chlorocarbonyl-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

Downstream raw materials:

2--5-(3-ethyl-4-methyl-5-t-butoxycarbonylpyrrol-2-ylmethyl)-3,4-dihydro-4,4-dimethylpyrrole

tert-Butyl 5-benzyloxycarbonyl-7-ethyl-2,2,3,3,8-pentamethyl-1-oxo-1,2,3,10-tetrahydrodipyrrin-9-carboxylate