methyl 3-(8,13-diethyl-3,7,12,17-tetramethylporphyrin-2-yl)propanoate

Base Information

• Chemical Name: methyl 3-(8,13-diethyl-3,7,12,17-tetramethylporphyrin-2-yl)propanoate
• CAS No.: 5174-83-4
• Molecular Formula: C₃₂H₃₆N₄O₂
• Molecular Weight: 508.663
• Mol file: 5174-83-4.mol

Synonyms:2-Porphinepropionicacid, 8,13-diethyl-3,7,12,17-tetramethyl-, methyl ester (8CI); Pyrroporphyrin-XV methyl ester (7CI)

Chemical Property of methyl 3-(8,13-diethyl-3,7,12,17-tetramethylporphyrin-2-yl)propanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 973.7°Cat760mmHg
• Flash Point: 542.7°C
• Density: 1.16g/cm³

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 3-(8,13-diethyl-3,7,12,17-tetramethylporphyrin-2-yl)propanoate

There total 6 articles about methyl 3-(8,13-diethyl-3,7,12,17-tetramethylporphyrin-2-yl)propanoate 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:

benzyl 5'-t-butoxycarbonyl-3,4'-diethyl-4,3'-dimethyl-2,2'-dipyrrylmethane-5-carboxylate (52459-98-0) → 2,4-Diethyl-7-<2-(methoxycarbonyl)ethyl>-1,3,5,8-tetramethylporphyrin (5174-83-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / triethylamine, H₂ / Pd/C / acetone / 760 Torr / Ambient temperature

2: 1) toluene-p-sulfonic acid hydrate, 2) HBr gas / 1) CH₂Cl₂, methanol, 40 min, 2) CH₂Cl₂

3: 1)trifluoroacetic acid 2) HBr/acetic acid / 1) 5 min 2) 1h

4: 1) copper(II) acetate 2) trifluoroacetic acid, conc. sulfuric acid / 1) dimethylformamide, 160deg C, 4 min 2) 45 min

With sulfuric acid; hydrogen bromide; hydrogen; copper diacetate; toluene-4-sulfonic acid; acetic acid; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In acetone;

DOI:10.1021/jo00198a006

Reference yield:

3,5-Diethyl-8-<2-(methoxycarbonyl)ethyl>-1',2,4,6,7,8'-hexamethyl-a,c-biladiene Dihydrobromide (92284-79-2) → 2,4-Diethyl-7-<2-(methoxycarbonyl)ethyl>-1,3,5,8-tetramethylporphyrin (5174-83-4)

Guidance literature:

With sulfuric acid; copper diacetate; trifluoroacetic acid; Yield given. Multistep reaction; 1) dimethylformamide, 160deg C, 4 min 2) 45 min;

DOI:10.1021/jo00198a006

Reference yield:

1,3-Diethyl-6-<2-(methoxycarbonyl)ethyl>-2,4,5,6'-tetramethyltripyrrene-b-1'-carboxylic Acid Hydrobromide (92284-78-1) → 2,4-Diethyl-7-<2-(methoxycarbonyl)ethyl>-1,3,5,8-tetramethylporphyrin (5174-83-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1)trifluoroacetic acid 2) HBr/acetic acid / 1) 5 min 2) 1h

2: 1) copper(II) acetate 2) trifluoroacetic acid, conc. sulfuric acid / 1) dimethylformamide, 160deg C, 4 min 2) 45 min

With sulfuric acid; hydrogen bromide; copper diacetate; acetic acid; trifluoroacetic acid;

DOI:10.1021/jo00198a006

upstream raw materials:

3,5-Diethyl-8-<2-(methoxycarbonyl)ethyl>-1',2,4,6,7,8'-hexamethyl-a,c-biladiene Dihydrobromide

1,3-Diethyl-6-<2-(methoxycarbonyl)ethyl>-2,4,5,6'-tetramethyltripyrrene-b-1'-carboxylic Acid Hydrobromide

methyl 3-(5-formyl-2,4-dimethyl-1H-pyrrol-3-yl)propanoate

5'-(tert-butoxy-carbonyl)-3,4'-diethyl-3',4-dimethylpyrromethane-5-carboxylic acid

Refernces

• 1、 Kenner,McCombie,Smith. "Pyrroles and related compounds. XXIV. Separation and oxidative degradation of chlorophyll derivatives.". . p. 2517 - 2523. Retrieved 2007/10/05.