2,7,13,18-Tetraethyl-3,8,12,17-tetramethyl-21H,23H-porphyrin

Base Information

• Chemical Name: 2,7,13,18-Tetraethyl-3,8,12,17-tetramethyl-21H,23H-porphyrin
• CAS No.: 580-47-2
• Molecular Formula: C32H38N4
• Molecular Weight: 478.6709
• Mol file: 580-47-2.mol

Synonyms:2,7,13,18-Tetraaethyl-3,8,12,17-tetramethyl-porphyrin;2,7,13,18-tetraethyl-3,8,12,17-tetramethyl-porphyrin;ETIOPORPHYRIN IV;ethioporphyrin-IV;

Chemical Property of 2,7,13,18-Tetraethyl-3,8,12,17-tetramethyl-21H,23H-porphyrin

Chemical Property:

• Vapor Pressure: 3.94E-24mmHg at 25°C
• Melting Point: >300 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• Boiling Point: 792.7°Cat760mmHg
• Flash Point: 338.8°C
• PSA: 56.30000
• Density: 1.101g/cm³
• LogP: 5.27440

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,7,13,18-Tetraethyl-3,8,12,17-tetramethyl-21H,23H-porphyrin

There total 19 articles about 2,7,13,18-Tetraethyl-3,8,12,17-tetramethyl-21H,23H-porphyrin 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: 32.0%

2,7,13,18-tetraethyl-1,3,8,12,17,19-hexamethyl-10,23-dihydrobilin dihydrobromide → etioporphyrin-IV (580-47-2)

Guidance literature:

2,7,13,18-tetraethyl-1,3,8,12,17,19-hexamethyl-10,23-dihydrobilin dihydrobromide; With copper dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

With sulfuric acid; trifluoroacetic acid; at 20 ℃; for 0.75h;

DOI:10.1016/j.tet.2005.09.105

Reference yield: 20.5%

1,4,6,7,8'-pentaethyl-1',2,3,5,8-pentamethyl-a,c-biladiene dihydrobromide (107287-36-5) → 2,4,5,7-tetraethyl-1,3,6,8-tetramethylporphyrin (580-47-2) + 2,4,5,7-tetraethyl-1,3,6,8,γ-pentamethylporphyrin (107312-08-3)

Guidance literature:

copper diacetate; In N,N-dimethyl-formamide; at 145 ℃; for 0.0666667h;

Reference yield: 3.9%

N,N-diethyl(methylene)ammonium chloride (52853-18-6) + 4-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-oxymethyl)phenyl-bis(4-ethyl-3-methyl-2-pyrryl)methane (179678-41-2) + 4-(cholesteryloxymethyl)phenyl-bis(4-ethyl-3-methyl-2-pyrryl)methane (179678-42-3) → 2,4,5,7-tetraethyl-1,3,6,8-tetramethylporphyrin (580-47-2) + 5-[4-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-oxy)benzyl]-2,8,13,17-tetraethyl-3,7,12,18-tetramethyl-porphyrin + 5-(4-cholesteryloxybenzyl)-2,8,13,17-tetraethyl-3,7,12,18-tetramethyl-porphyrin + 5-(4-cholesteryloxybenzyl)-2,8,12,18-tetraethyl-3,7,13,17-tetramethyl-15-[4-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-oxy)benzyl]-porphyrin

Guidance literature:

With potassium hexacyanoferrate(III); In dichloromethane; acetonitrile; for 6h; Heating;

DOI:10.1016/S0968-0896(99)00133-9

upstream raw materials:

4-ethyl-5-methoxymethyl-3-methylpyrrole-2-carboxylic acid

1,4,6,7,8'-pentaethyl-1',2,3,5,8-pentamethyl-a,c-biladiene dihydrobromide

N,N-diethyl(methylene)ammonium chloride

4-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-oxymethyl)phenyl-bis(4-ethyl-3-methyl-2-pyrryl)methane

Refernces

• 1、 Schell, Christian,Hombrecher, Hermann K.. "Synthesis and investigation of glycosylated mono- and diarylporphyrins for photodynamic therapy". . p. 1857 - 1865. Retrieved 2007/10/03.
• 2、 Smith, Kevin M.,Pandey, Ravindra K.. "Cyclizations of Terminally Substituted a,c-Biladiene Salts to give meso-Substituted Porphyrins". . p. 1229 - 1236. Retrieved 2007/10/02.