protoporphyrin IX monomethyl ester

Base Information

• Chemical Name: protoporphyrin IX monomethyl ester
• CAS No.: 16053-68-2
• Molecular Formula: C₃₅H₃₆N₄O₄
• Molecular Weight: 576.695
• Mol file: 16053-68-2.mol

Synonyms:2,18-Porphinedipropionicacid, 3,7,12,17-tetramethyl-8,13-divinyl-, 18-methyl ester (8CI);21H,23H-Porphine-2,18-dipropanoic acid, 7,12-diethenyl-3,8,13,17-tetramethyl-, a2-methyl ester (9CI)

Chemical Property of protoporphyrin IX monomethyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1073.5°Cat760mmHg
• Flash Point: 603°C
• PSA: 119.90000
• Density: 1.231g/cm³
• LogP: 4.32470

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of protoporphyrin IX monomethyl ester

There total 5 articles about protoporphyrin IX monomethyl 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: 95.0%

7-(2-t-Butoxycarbonylethyl)-6-(2-methoxycarbonylethyl)-1,3,5,8-tetramethyl-2,4-divinylporphyrin (137053-80-6) → 7-(2-Carboxyethyl)-6-(2-methoxycarbonylethyl)-1,3,5,8-tetramethyl-2,4-divinylporphyrin (16053-68-2)

Guidance literature:

With trifluoroacetic acid; for 0.25h; Ambient temperature;

Reference yield:

2,4-Diacetyl-7-(2-t-butoxycarbonylethyl)-6-(2-carboxyethyl)-1,3,5,8-tetramethylporphyrin (137053-75-9) → 7-(2-Carboxyethyl)-6-(2-methoxycarbonylethyl)-1,3,5,8-tetramethyl-2,4-divinylporphyrin (16053-68-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / diethyl ether

2: 90 percent / NaBH₄ / CH₂Cl₂; methanol / 1 h / 0 °C

3: 85 percent / toluene-p-sulphonic acid monohydrate / 1,2-dichloro-benzene / 100 °C

4: 95 percent / TFA / 0.25 h / Ambient temperature

With sodium tetrahydroborate; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; diethyl ether; dichloromethane; 1,2-dichloro-benzene;

Reference yield:

(2-t-Butoxycarbonylethyl)-2,4-bis-(1-hydroxyethyl)-6-(2-methoxycarbonylethyl)-1,3,5,8-tetramethylporphyrin (137053-78-2) → 7-(2-Carboxyethyl)-6-(2-methoxycarbonylethyl)-1,3,5,8-tetramethyl-2,4-divinylporphyrin (16053-68-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / toluene-p-sulphonic acid monohydrate / 1,2-dichloro-benzene / 100 °C

2: 95 percent / TFA / 0.25 h / Ambient temperature

With toluene-4-sulfonic acid; trifluoroacetic acid; In 1,2-dichloro-benzene;

upstream raw materials:

7-(2-t-Butoxycarbonylethyl)-6-(2-methoxycarbonylethyl)-1,3,5,8-tetramethyl-2,4-divinylporphyrin

2,4-Diacetyl-7-(2-t-butoxycarbonylethyl)-6-(2-carboxyethyl)-1,3,5,8-tetramethylporphyrin

(2-t-Butoxycarbonylethyl)-2,4-bis-(1-hydroxyethyl)-6-(2-methoxycarbonylethyl)-1,3,5,8-tetramethylporphyrin

2,4-Diacetyl-7-(2-t-butoxycarbonylethyl)-6-(2-methoxycarbonylethyl)-1,3,5,8-tetramethylporphyrin

Refernces

• 1、 Shiau, Fuu-Yau,Whyte, Barry J.,Castelfranco, Paul A.,Smith, Kevin M.. "Partial Syntheses of the Isomerically Pure Magnesium(II) Protoporphyrin IX Monomethyl Esters, and Their Identification". . p. 1781 - 1785. Retrieved 2007/10/02.