2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane

Base Information

• Chemical Name: 2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane
• CAS No.: 238760-84-4
• Molecular Formula: C₂₃H₂₅IN₂O₄
• Molecular Weight: 520.367
• Mol file: 238760-84-4.mol

Synonyms:2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane

Chemical Property of 2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane

There total 3 articles about 2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane 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: 45.0%

tert-butyl 2-(hydroxymethyl)-1H-pyrrole-1-carboxylate (175689-33-5) + 3-ethoxycarbonyl-4-(4-iodophenyl)pyrrole (238760-82-2) → 2-(1-tert-Butoxycarbonyl-1H-pyrrol-2-ylmethyl)-4-(4-iodo-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester + 2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane (238760-84-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 18h;

DOI:10.1016/S0040-4020(99)00339-7

Reference yield:

(E)-ethyl 3-(4-iodophenyl)prop-2-enoate (34633-08-4) → 2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane (238760-84-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / NaH / diethyl ether; dimethylsulfoxide / 1 h / 20 °C

2: 45 percent / aq. HCl / dioxane / 18 h / 20 °C

With hydrogenchloride; sodium hydride; In 1,4-dioxane; diethyl ether; dimethyl sulfoxide; 1: Cyclization / 2: Alkylation;

DOI:10.1016/S0040-4020(99)00339-7

Reference yield:

p-(iodophenyl)carboxaldehyde (15164-44-0) → 2-ethoxycarbonyl-3-(4-iodophenyl)-11-N-(tert-butoxycarbonyl)dipyrromethane (238760-84-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / piperidine / pyridine / 7 h / Heating

2: 65 percent / NaH / diethyl ether; dimethylsulfoxide / 1 h / 20 °C

3: 45 percent / aq. HCl / dioxane / 18 h / 20 °C

With piperidine; hydrogenchloride; sodium hydride; In 1,4-dioxane; pyridine; diethyl ether; dimethyl sulfoxide; 1: Condensation / 2: Cyclization / 3: Alkylation;

DOI:10.1016/S0040-4020(99)00339-7

upstream raw materials:

tert-butyl 2-(hydroxymethyl)-1H-pyrrole-1-carboxylate

3-ethoxycarbonyl-4-(4-iodophenyl)pyrrole

(E)-ethyl 3-(4-iodophenyl)prop-2-enoate

p-(iodophenyl)carboxaldehyde

Downstream raw materials:

3-[4-(tert-butyldimethylsilylethynyl)phenyl]dipyrromethane