4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Base Information

• Chemical Name: 4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
• CAS No.: 444991-60-0
• Molecular Formula: C₅₃H₇₈N₂O₁₂S₂
• Molecular Weight: 999.341
• Mol file: 444991-60-0.mol

Synonyms:4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Chemical Property of 4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

There total 10 articles about 4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl 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: 57.0%

3-(4'-tert-butyl-biphenyl-3-yl)-pentanedioic acid 2,5-dioxo-pyrrolidin-1-yl ester 3-[3-(2,5-dioxo-pyrrolidin-1-yloxycarbonylmethyl)-4,4-dimethyl-pentanoyloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl ester + Tau (107-35-7) → 4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester (444991-60-0)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 23 ℃; for 12h;

DOI:10.1021/jo020174u

Reference yield:

3-(4'-tert-butyl-4-biphenyl)glutaric diacid (444991-67-7) → 4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester (444991-60-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / acetic anhydride / 1.5 h / Heating

2: 82 percent / N,N-diisopropylethylamine; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 12 h / 55 °C

3: 15 percent / 1-(3-diethylaminopropyl)-3-ethyl carbodiimide hydrochloride / CH₂Cl₂ / 4 h

4: 57 percent / triethylamine / dimethylformamide / 12 h / 23 °C

With dmap; N-[3-(diethylamino)propyl]-N'-ethylcarbodiimide hydrochloride; acetic anhydride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo020174u

Reference yield:

3-tert-Butyl-pentanedioic acid mono-((3S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl) ester (444991-72-4) → 4,4-Dimethyl-3-[(2-sulfo-ethylcarbamoyl)-methyl]-pentanoic acid (3S,5S,8R,9S,10S,13S,14S,17S)-17-[3-(4'-tert-butyl-biphenyl-4-yl)-4-(2-sulfo-ethylcarbamoyl)-butyryloxy]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester (444991-60-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / N,N-diisopropylethylamine; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 12 h / 55 °C

2: 15 percent / 1-(3-diethylaminopropyl)-3-ethyl carbodiimide hydrochloride / CH₂Cl₂ / 4 h

3: 57 percent / triethylamine / dimethylformamide / 12 h / 23 °C

With dmap; N-[3-(diethylamino)propyl]-N'-ethylcarbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo020174u

upstream raw materials:

Tau

3-(4'-tert-butyl-4-biphenyl)glutaric anhydride

3-(4'-tert-butyl-4-biphenyl)glutaric diacid

3-tert-Butyl-pentanedioic acid mono-((3S,5S,8R,9S,10S,13S,14S)-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl) ester