13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin

Base Information

• Chemical Name: 13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin
• CAS No.: 99602-82-1
• Molecular Formula: C₅₁H₅₂N₄O₈
• Molecular Weight: 848.996
• Mol file: 99602-82-1.mol

Synonyms:13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin

Chemical Property of 13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin

There total 12 articles about 13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin 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: 41.0%

C20H24N2O8 (99602-81-0) + 5,5'-diformyl-3,3'-bis(2-benzyloxycarbonylethyl)-4,4'-dimethyl-2,2'-methylenedipyrrole (99602-71-8) → 13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin (99602-82-1)

Guidance literature:

With trifluoroacetic acid; In methanol; dichloromethane; 1.) 2-3 deg C 70 min, 2.) 18 deg C 2 min, 20 min;

Reference yield:

3-{5-Formyl-2-[5-formyl-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrol-2-ylmethyl]-4-methyl-1H-pyrrol-3-yl}-propionic acid methyl ester (4792-10-3) → 13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin (99602-82-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / sodium / 0.3 h / 18 °C

2: 41 percent / 1.) trifluoroacetic acid / methanol; CH₂Cl₂ / 1.) 2-3 deg C 70 min, 2.) 18 deg C 2 min, 20 min

With sodium; trifluoroacetic acid; In methanol; dichloromethane;

Reference yield:

benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate (20303-31-5) → 13,17-bis(2-benzyloxycarbonylethyl)-3-(2-carboxyethyl)-8-(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphin (99602-82-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / lead tetra acetate, acetic anhydride / 1 h

2: 81.5 percent / acetic acid; H₂O / 1 h / Heating

3: 99 percent / H₂ / 10percent Pd/C / tetrahydrofuran

4: 60 percent / trimethyl orthoformate / trifluoroacetic acid / 0.37 h / 0 °C

5: 68 percent / sodium / 0.3 h / 18 °C

6: 41 percent / 1.) trifluoroacetic acid / methanol; CH₂Cl₂ / 1.) 2-3 deg C 70 min, 2.) 18 deg C 2 min, 20 min

With lead(IV) acetate; hydrogen; sodium; acetic anhydride; trifluoroacetic acid; trimethyl orthoformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; trifluoroacetic acid;

upstream raw materials:

C₂₀H₂₄N₂O₈

5,5'-diformyl-3,3'-bis(2-benzyloxycarbonylethyl)-4,4'-dimethyl-2,2'-methylenedipyrrole

benzyl 4-(2-methoxycarbonylethyl)-3,5-dimethylpyrrole-2-carboxylate

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

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

coproporphyrin III tetramethyl ester

Refernces