Coproporphyrin III tetramethyl ester

Base Information

• Chemical Name: Coproporphyrin III tetramethyl ester
• CAS No.: 5522-63-4
• Deprecated CAS: 17484-74-1,1195553-03-7,885267-31-2
• Molecular Formula: C40H46N4O8
• Molecular Weight: 710.827
• European Community (EC) Number: 226-869-8
• DSSTox Substance ID: DTXSID0063943
• Nikkaji Number: J1.404.642I,J81.053C
• Mol file: 5522-63-4.mol

Synonyms:Coproporphyrin III tetramethyl ester;5522-63-4;Tetramethyl 3,8,13,17-tetramethyl-21H,23H-porphine-2,7,12,18-tetrapropionate;methyl 3-[8,13,18-tris(3-methoxy-3-oxopropyl)-3,7,12,17-tetramethyl-21,24-dihydroporphyrin-2-yl]propanoate;EINECS 226-869-8;SCHEMBL499321;CoproporphyrinIIItetramethylester;DTXSID0063943;AKOS015915574;21H,23H-Porphine-2,7,12,18-tetrapropanoic acid, 3,8,13,17-tetramethyl-, tetramethyl ester;Coproporphyrin III tetramethyl ester, >=85% (HPLC);21H,23H-Porphine-2,7,12,18-tetrapropanoic acid, 3,8,13,17-tetramethyl-, 2,7,12,18-tetramethyl ester;methyl 3-[(5Z,10Z,14Z,19Z)-8,12,17-tris(3-methoxy-3-oxo-propyl)-3,7,13,18-tetramethyl-21,23-dihydroporphyrin-2-yl]propanoate

Chemical Property of Coproporphyrin III tetramethyl ester

Chemical Property:

• Appearance/Colour: RED-BROWN POWDER
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 168-170oC(lit.)
• Boiling Point: 1058.9 °C at 760 mmHg
• Flash Point: 594.2 °C
• PSA: 161.50000
• Density: 1.224 g/cm³
• LogP: 3.44720
• Storage Temp.: −20°C
• Solubility.: Chloroform, Dichloromethane, Tetrahydrofuran
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 16
• Exact Mass: 710.33156444
• Heavy Atom Count: 52
• Complexity: 1240

Purity/Quality:

98%,99%, ^*data from raw suppliers

Coproporphyrin III tetramethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Biological Agents -> Porphyrins
• Canonical SMILES: CC1=C(C2=CC3=C(C(=C(N3)C=C4C(=C(C(=N4)C=C5C(=C(C(=N5)C=C1N2)C)CCC(=O)OC)C)CCC(=O)OC)C)CCC(=O)OC)CCC(=O)OC
• Uses: Coproporphyrin III Tetramethyl Ester is a methyl ester derivative of Coproporphyrin III. Coproporphyrin I and III Tetramethyl Ester are nutritional requirements for the development of N. brasiliensis egg to third stage larvae. Coproporphyrin I and III Tetramethyl Ester are tetrapyrrole compounds excreted by Rhodobacter sphaeroides. Coproporphyrin III Tetramethyl Ester is a methyl ester derivative of Coproporphyrin III. Coproporphyrin I and III Tetramethyl Ester are nutritional requirements for the development of N. brasiliensis egg to third stage larvae. Coproporphyrin I and III Tetramethyl Ester are tetrapyrrole compounds excreted by Rhodobacter sphaeroides.

Technology Process of Coproporphyrin III tetramethyl ester

There total 42 articles about Coproporphyrin III tetramethyl ester 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: 96.0%

2,4-bis<2-(methoxycarbonyl)ethenyl>-6,7-bis<2-(methoxycarbonyl)ethyl>-1,3,5,8-tetramethylporphyrin (74823-38-4,84195-08-4) → coproporphyrin III tetramethyl ester (5522-63-4)

Guidance literature:

With hydrogen; palladium; In formic acid; perchloric acid; for 4h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00152a018

Reference yield: 90.0%

(E)-3-[(1Z,5Z,9Z,14Z)-13,17-Bis-(2-methoxycarbonyl-ethyl)-7-((E)-2-methoxycarbonyl-vinyl)-3,8,12,18-tetramethyl-22,24-dihydro-porphin-2-yl]-acrylic acid methyl ester → coproporphyrin III tetramethyl ester (5522-63-4)

Guidance literature:

With hydrogen; In formic acid;

DOI:10.1039/c39800000217

Reference yield: 80.0%

(E)-3-[(4Z,10Z,15Z,19Z)-13,17-Bis-(2-methoxycarbonyl-ethyl)-7-((E)-2-methoxycarbonyl-vinyl)-3,8,12,18-tetramethyl-22,24-dihydro-porphin-2-yl]-acrylic acid methyl ester → coproporphyrin III tetramethyl ester (5522-63-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In formic acid; for 14h;

DOI:10.1021/jo961381v

upstream raw materials:

benzyl 5-acetoxymethyl-4-(2-methoxycarbonylethyl)-3-methylpyrrole-2-carboxylate

2,4-bis<2-(methoxycarbonyl)ethenyl>-6,7-bis<2-(methoxycarbonyl)ethyl>-1,3,5,8-tetramethylporphyrin

zinc(II) 2,4-bis(chloromercurio)deuteroporphyrin IX dimethyl ester

zinc(II)-deuteroporphyrin-IX dimethyl ester

Downstream raw materials:

coproporphyrinogen III

3,3'-(3,7,12,17-tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid dimethyl ester

Refernces

• 1、 Smith, Kevin M.,Langry, Kevin C.. "Electrophilic Mercuration Reactions of Derivatives of Deuteroporphyrin IX: New Syntheses of Coproporphyrin III, Harderoporphyrin, Isoharderoporphyrin, and S-411 Porphyrin (Dehydrocoproporphyrin)". . p. 500 - 506. Retrieved 1983.
• 2、 Kenner et al.. "". . p. 1347. Retrieved 1972.
• 3、 Iida, Katsumi,Nakamura, Masayuki,Hanamitsu, Hiroshi,Kajiwara, Masahiro. "Identification of tetrapyrrole compounds excreted by Rhodobacter sphaeroides and sources of the methyl hydrogens of bacteriochlorophyll a biosynthesized by R. sphaeroides, based on13C-NMR spectral analysis of coproporphyrin III tetramethyl ester". . p. 1067 - 1069. Retrieved 2008/09/19.