(2S,4S)-4-(4-methoxybenzylthio)-2-[4-[2-(4-nitrobenzyloxycarbonyloxy)ethyl]-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Base Information

• Chemical Name: (2S,4S)-4-(4-methoxybenzylthio)-2-[4-[2-(4-nitrobenzyloxycarbonyloxy)ethyl]-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine
• CAS No.: 138508-07-3
• Molecular Formula: C₃₆H₄₁N₅O₁₁S
• Molecular Weight: 751.814
• Mol file: 138508-07-3.mol

Synonyms:

Chemical Property of (2S,4S)-4-(4-methoxybenzylthio)-2-[4-[2-(4-nitrobenzyloxycarbonyloxy)ethyl]-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S)-4-(4-methoxybenzylthio)-2-[4-[2-(4-nitrobenzyloxycarbonyloxy)ethyl]-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

There total 1 articles about (2S,4S)-4-(4-methoxybenzylthio)-2-[4-[2-(4-nitrobenzyloxycarbonyloxy)ethyl]-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine 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:

carbonic acid 2-[1,4]diazepan-1-yl-ethyl ester 4-nitro-benzyl ester + (2S,4S)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)-2-pyrrolidinecarboxylic acid (147082-06-2) → (2S,4S)-4-(4-methoxybenzylthio)-2-[4-[2-(4-nitrobenzyloxycarbonyloxy)ethyl]-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (138508-07-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 1,1'-carbonyldiimidazole; In acetonitrile;

DOI:10.7164/antibiotics.51.757

Reference yield:

(2S,4S)-4-(4-methoxybenzylthio)-2-[4-[2-(4-nitrobenzyloxycarbonyloxy)ethyl]-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (138508-07-3) → (2S,4S)-4-Mercapto-2-{4-[2-(4-nitro-benzyloxycarbonyloxy)-ethyl]-[1,4]diazepane-1-carbonyl}-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester (138508-46-0)

Guidance literature:

With trifluorormethanesulfonic acid; trifluoroacetic acid; In methoxybenzene; at 20 ℃; for 1h;

DOI:10.7164/antibiotics.51.757

Reference yield:

(2S,4S)-4-(4-methoxybenzylthio)-2-[4-[2-(4-nitrobenzyloxycarbonyloxy)ethyl]-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidine (138508-07-3) → 4-Nitrobenzyl (1R,5S,6S)-2-{(2S,4S)-2-[4-(2-p'-nitrobenzyloxycarbonyloxyethyl)-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidin-4-ylthio}-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate (138508-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoromethanesulfonic acid; trifluoroacetic acid / methoxybenzene / 1 h / 20 °C

2: N,N-diisopropylethylamine / acetonitrile

With trifluorormethanesulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methoxybenzene; acetonitrile; 1: Decomposition / 2: Condensation;

DOI:10.7164/antibiotics.51.757

upstream raw materials:

(2S,4S)-4-(4-methoxybenzylthio)-1-(4-nitrobenzyloxycarbonyl)-2-pyrrolidinecarboxylic acid

Downstream raw materials:

(2S,4S)-4-Mercapto-2-{4-[2-(4-nitro-benzyloxycarbonyloxy)-ethyl]-[1,4]diazepane-1-carbonyl}-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

4-Nitrobenzyl (1R,5S,6S)-2-{(2S,4S)-2-[4-(2-p'-nitrobenzyloxycarbonyloxyethyl)-1-homopiperazinylcarbonyl]-1-(4-nitrobenzyloxycarbonyl)pyrrolidin-4-ylthio}-6-[(1R)-1-hydroxyethyl]-1-methyl-1-carbapen-2-em-3-carboxylate