Coproporphyrin I tetramethyl ester

Base Information

• Chemical Name: Coproporphyrin I tetramethyl ester
• CAS No.: 25767-20-8
• Deprecated CAS: 59320-65-9
• Molecular Formula: C40H46 N4 O8
• Molecular Weight: 710.827
• European Community (EC) Number: 247-253-5
• NSC Number: 89196
• DSSTox Substance ID: DTXSID40889396
• Nikkaji Number: J129.150E,J915.256C
• Mol file: 25767-20-8.mol

Synonyms:Coproporphyrin I tetramethyl ester;25767-20-8;COPROPORPHYRINITETRAMETHYLESTER;Tetramethyl 3,8,13,18-tetramethyl-21H,23H-porphine-2,7,12,17-tetrapropionate;21H,23H-Porphine-2,7,12,17-tetrapropanoic acid, 3,8,13,18-tetramethyl-, tetramethyl ester;methyl 3-[7,12,17-tris(3-methoxy-3-oxopropyl)-3,8,13,18-tetramethyl-21,22-dihydroporphyrin-2-yl]propanoate;2,7,12,17-Porphinetetrapropionic acid, 3,8,13,18-tetramethyl-, tetramethyl ester;21H,23H-Porphine-2,7,12,17-tetrapropanoic acid, 3,8,13,18-tetramethyl-, 2,7,12,17-tetramethyl ester;MFCD00079038;Propargylpropionate;EINECS 247-253-5;NSC 89196;SCHEMBL14340987;DTXSID40889396;Coproporphyrin tetramethyl ester i;OVYASYKFNWTMII-QEMHYRKZSA-N;NSC89196;NSC-89196;AKOS015915576;HY-W073069;CS-0106260;FT-0754707;Coproporphyrin I tetramethyl ester, >=90% (HPLC);J-016125;2,12,17-Porphinetetrapropionic acid, 3,8,13,18-tetramethyl-, tetramethyl ester;21H,7,12,17-tetrapropanoic acid, 3,8,13,18-tetramethyl-, tetramethyl ester

Chemical Property of Coproporphyrin I tetramethyl ester

Chemical Property:

• Appearance/Colour: BROWN TO PURPLE POWDER
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 252-254 °C(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.: Amber Vial, Refrigerator
• 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:

98.5% ^*data from raw suppliers

Coproporphyrin I tetramethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Porphyrins
• Canonical SMILES: CC1=C(C2=CC3=NC(=CC4=NC(=CC5=C(C(=C(N5)C=C1N2)CCC(=O)OC)C)C(=C4C)CCC(=O)OC)C(=C3C)CCC(=O)OC)CCC(=O)OC
• Uses: Coproporphyrin I Tetramethyl Ester is a methyl ester derivative of Coproporphyrin I (C685400). Coproporphyrin ITetramethyl Ester is a nutritional requirement for the development of N. brasiliensis egg to third stage larvae. Coproporphyrin I Tetramethyl Ester is a tetrapyrrole compound excreted by Rhodobacter sphaeroides. Coproporphyrin I Tetramethyl Ester is a methyl ester derivative of Coproporphyrin I (C685400). Coproporphyrin I Tetramethyl Ester is a nutritional requirement for the development of N. brasiliensis egg to third stage larvae. Coproporphyrin I Tetramethyl Ester is a tetrapyrrole compound excreted by Rhodobacter sphaeroides. Dyes and metabolites.

Technology Process of Coproporphyrin I tetramethyl ester

There total 20 articles about Coproporphyrin I 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: 25.0%

5-Diethylaminomethyl-4-(2-methoxycarbonyl-ethyl)-3-methyl-1H-pyrrole-2-carboxylic acid (183164-06-9) → coproporphyrin I methyl ester (25767-20-8)

Guidance literature:

With potassium hexacyanoferrate(III); In methanol; triethylamine; for 10h; Heating;

DOI:10.1016/0040-4039(96)01632-2

Reference yield: 8.0%

5-[5-Formyl-4-(2-methoxycarbonyl-ethyl)-3-methyl-1H-pyrrol-2-ylmethyl]-4-(2-methoxycarbonyl-ethyl)-3-methyl-1H-pyrrole-2-carboxylic acid + 5'-formyl-4-methyl-3,3'-di-(2-methoxycarbonylethyl)-4'-(methoxycarbonylmethyl)-2,2'-methylenedipyrrole-5-carboxylic acid (77929-50-1) → 3-[(1Z,5Z,9Z,14Z)-8,13,18-Tris-(2-methoxycarbonyl-ethyl)-3-methoxycarbonylmethyl-7,12,17-trimethyl-22,24-dihydro-porphin-2-yl]-propionic acid methyl ester + 3-[(1Z,5Z,9Z,14Z)-8,12,18-Tris-(2-methoxycarbonyl-ethyl)-3,13-bis-methoxycarbonylmethyl-7,17-dimethyl-22,24-dihydro-porphin-2-yl]-propionic acid methyl ester + coproporphyrin I methyl ester (25767-20-8)

Guidance literature:

With toluene-4-sulfonic acid; In methanol;

Reference yield:

methanol (67-56-1) + C20H25N3O8*H(1+) → 3,3',3'',3'''-(3,7,13,17-tetramethyl-porphyrin-2,8,12,18-tetrayl)-tetra-propionic acid tetramethyl ester (865-16-7) + coproporphyrin III tetramethyl ester (5522-63-4) + coproporphyrin I methyl ester (25767-20-8) + coproporphyrin lV tetramethyl ester (13306-30-4)

Guidance literature:

With hydrogenchloride; phosphate buffer; deaminase-cosynthetase from Euglena gracilis; sulfuric acid; Mechanism; Product distribution; multistep reaction; other products ratio with enzyme solution which had been heated (96 deg C, 5 min); labelling experiments; mechanism of biosynthesis of uroporphyrinogens;

DOI:10.1039/P19810002779

upstream raw materials:

uroporphyrin I octamethyl ester

methanol

5,5'-bis(tert-butoxycarbonyl)-4,4'-dimethyl-3,3-bis(2-(methoxycarbonyl)ethyl)-2,2'-dipyrrylmethane

trimethyl orthoformate

Downstream raw materials:

coproporphyrin I

Refernces

• 1、 MacDonald,Stedman. "-". . p. 896,898. Retrieved 1954.
• 2、 Hur, Yeoun,Han, Sang Beom,Kang, Seung Woo,Lee, Youngshin. "Quantitative analysis of porphyrins in dried blood spots using liquid chromatography-tandem mass spectrometry with pre-column derivatization". . p. 3103 - 3106. Retrieved 2014/12/11.
• 3、 Cheng, Lingjiang,Ma, Jinshi. "IMPROVED PREPARATIONS OF SYMMETRIC PORPHYRINS". . p. 224 - 228. Retrieved 2007/10/02.