5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-dipyrromethane

Base Information

Chemical Name:5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-dipyrromethane
CAS No.:86568-89-0
Molecular Formula:C₂₁H₂₄N₂O₂
Molecular Weight:336.434
Hs Code.:

Synonyms:5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-dipyrromethane

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Chemical Property of 5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-dipyrromethane

Chemical Property:

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Technology Process of 5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-dipyrromethane

There total 11 articles about 5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-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: 85.0%

: 86568-88-9
5-[(benzyloxy)carbonyl]-5'-[(tert-butyloxy)carbonyl]-3,3',4,4'-tetramethyl-2,2'-dipyrromethane

: 86568-89-0
5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-dipyrromethane

Guidance literature:: With trifluoroacetic acid; for 1.5h;
DOI:10.1021/ja00359a012

Reference yield:

: 86568-84-5
5-benzyloxycarbonyl-3,4-dimethylpyrrole-2-carboxylic acid

: 86568-89-0
5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-dipyrromethane

Guidance literature:: Multi-step reaction with 7 steps

1: thionyl chloride / benzene / 1.) 40 deg C, 1 h, 2.) room temperature

2: 68 percent / N,N-dimethylaniline / 1.) 70 deg C, 1 h, 2.) room temperature, 44 h

3: 98 percent / triethylamine, hydrogen / palladium on charcoal / tetrahydrofuran / 3 h / Ambient temperature

4: 96 percent / sodium bicarbonate, potassium iodide, iodine / H₂O; methanol / 4 h / 60 °C

5: 94 percent / sodium acetate, hydrogen / Adams catalyst / methanol / 2 h / Ambient temperature

6: 84 percent / sodium acetate / acetic acid / 1.5 h / 150 °C

7: 85 percent / trifluoroacetic acid / 1.5 h

With thionyl chloride; hydrogen; iodine; sodium acetate; sodium hydrogencarbonate; N,N-dimethyl-aniline; triethylamine; trifluoroacetic acid; potassium iodide; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; water; acetic acid; benzene;
DOI:10.1021/ja00359a012

Reference yield:

: 86568-87-8
2-((tert-butyloxy)carbonyl)-5-iodo-3,4-dimethylpyrrole

: 86568-89-0
5-((benzyloxy)carbonyl)-3,3',4,4'-tetramethyl-2,2'-dipyrromethane

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / sodium acetate, hydrogen / Adams catalyst / methanol / 2 h / Ambient temperature

2: 84 percent / sodium acetate / acetic acid / 1.5 h / 150 °C

3: 85 percent / trifluoroacetic acid / 1.5 h

With hydrogen; sodium acetate; trifluoroacetic acid; platinum(IV) oxide; In methanol; acetic acid;
DOI:10.1021/ja00359a012