UROPORPHYRIN I, OCTAMETHYL ESTER

Base Information

• Chemical Name: UROPORPHYRIN I, OCTAMETHYL ESTER
• CAS No.: 10170-03-3
• Molecular Formula: C48H54 N4 O16
• Molecular Weight: 942.974
• Mol file: 10170-03-3.mol

Synonyms:2,7,12,17-Porphinetetrapropionicacid, 3,8,13,18-tetrakis(carboxymethyl)-, octamethyl ester (8CI);21H,23H-Porphine-2,7,12,17-tetrapropanoic acid,3,8,13,18-tetrakis(2-methoxy-2-oxoethyl)-, tetramethyl ester (9CI);Uroporphyrin I, octamethyl ester (6CI,7CI); NSC 89197

Chemical Property of UROPORPHYRIN I, OCTAMETHYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 291-292°C
• Boiling Point: 1153.1°Cat760mmHg
• Flash Point: 651.2°C
• PSA: 266.70000
• Density: 1.293g/cm³
• LogP: 1.23890
• Storage Temp.: −20°C

Purity/Quality:

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

Uroporphyrin I, octamethyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Uroporphyrin I Octamethyl Ester, is a derivative of Uroporphyrin I (U847058), a porphyrin derivative with anti-HIV-1 activity that binds to the V3 loop of the envelope glycoprotein gp120 of the human immunodeficiency virus type 1. A reagent for the measurement of the antioxidant capacity in biological samples.

Technology Process of UROPORPHYRIN I, OCTAMETHYL ESTER

There total 7 articles about UROPORPHYRIN I, OCTAMETHYL 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: 9.0%

5'-formyl-3',4-di-(2-methoxycarbonylethyl)-3,4'-dimethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid (84290-87-9) + 5'-formyl-4-methyl-3,3'-di-(2-methoxycarbonylethyl)-4'-(methoxycarbonylmethyl)-2,2'-methylenedipyrrole-5-carboxylic acid (77929-50-1) → 3,3',3'',3'''-(3,8,13-tris-methoxycarbonylmethyl-17-methyl-21H,23H-porphine-2,7,12,18-tetrayl)-tetrakis-propionic acid tetramethyl ester (15039-51-7) + 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 + uroporphyrin I octamethyl ester (10170-03-3)

Guidance literature:

With toluene-4-sulfonic acid; In methanol;

Reference yield:

methanol (67-56-1) + ALA (106-60-5) → coproporphyrin III tetramethyl ester (5522-63-4) + uroporphyrin I octamethyl ester (10170-03-3)

Guidance literature:

ALA; In water; at 27 ℃; for 168h; illumination;

methanol; With sulfuric acid; at 20 ℃; for 24h; Further stages.;

DOI:10.1248/cpb.55.1067

Reference yield:

uroporphyrinogen I octamethyl ester (77813-88-8) → uroporphyrin II octamethyl ester (15435-60-6) + uroporphyrin IV octamethyl ester + uroporphyrin I octamethyl ester (10170-03-3) + uroporphyrin III octamethyl ester (15435-60-6)

Guidance literature:

With disodium hydrogenphosphate; 2-mercaptobenzothiazolylmethylpyrrole; oxygen; sodium acetate; silver trifluoromethanesulfonate; Multistep reaction. Title compound not separated from byproducts; 1.) dichloromethane, RT, 20 h, 2.) dichloromethane, 1 h;

DOI:10.1016/S0040-4039(99)00400-1

upstream raw materials:

methanol

uroporphyrin I

5'-formyl-3',4-di-(2-methoxycarbonylethyl)-3,4'-dimethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid

5'-formyl-4-methyl-3,3'-di-(2-methoxycarbonylethyl)-4'-(methoxycarbonylmethyl)-2,2'-methylenedipyrrole-5-carboxylic acid

Downstream raw materials:

coproporphyrin I

coproporphyrin I methyl ester

uroporphyrin III octamethyl ester

uroporphyrin II octamethyl ester

Refernces

• 1、 Markovac et al.. "-". . p. 2329,2335. Retrieved 1966.
• 2、 Kajiwara,Hara,Mizutani,Kondo. "Biosynthesis of corrinoids and porphyrinoids. VII. Uroporphyrins from Saccharopolyspora erythraea". . p. 3321 - 3323. Retrieved 1992.
• 3、 Okada, Kunisuke,Takakura, Hiroyuki,Nomura, Keishi,Saburi, Kiyoshi. "Synthesis of a linear α-hydroxymethyl-pentapyrrole derivative and its cyclization to uroporphyrinogens". . p. 2915 - 2918. Retrieved 2007/10/03.