p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-<<2-(methylsulfonyl)ethyl>(<(p-nitrobenzyl)oxy>carbonyl)-amino>carbapen-2-em-3-carboxylate

Base Information

• Chemical Name: p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-<<2-(methylsulfonyl)ethyl>(<(p-nitrobenzyl)oxy>carbonyl)-amino>carbapen-2-em-3-carboxylate
• CAS No.: 96246-72-9
• Molecular Formula: C₂₇H₂₈N₄O₁₂S
• Molecular Weight: 632.605
• Mol file: 96246-72-9.mol

Synonyms:

Chemical Property of p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-<<2-(methylsulfonyl)ethyl>(<(p-nitrobenzyl)oxy>carbonyl)-amino>carbapen-2-em-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-<<2-(methylsulfonyl)ethyl>(<(p-nitrobenzyl)oxy>carbonyl)-amino>carbapen-2-em-3-carboxylate

There total 2 articles about p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-<<2-(methylsulfonyl)ethyl>(<(p-nitrobenzyl)oxy>carbonyl)-amino>carbapen-2-em-3-carboxylate 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: 14.0%

p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-(<2-((<(p-nitrobenzyl)oxy>carbonyl)amino)ethyl>sulfonyl)carbapen-2-em-3-carboxylate (71310-87-7) + methyl iodide (74-88-4) → p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-<<2-(methylsulfonyl)ethyl>(<(p-nitrobenzyl)oxy>carbonyl)-amino>carbapen-2-em-3-carboxylate (96246-72-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; for 0.25h; Ambient temperature;

DOI:10.1021/jo00211a048

Reference yield:

p-nitrobenzyl (5R,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-2-em-3-carboxylate (64067-13-6) → p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-<<2-(methylsulfonyl)ethyl>(<(p-nitrobenzyl)oxy>carbonyl)-amino>carbapen-2-em-3-carboxylate (96246-72-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) m-chloroperbenzoic acid, 2.) Na₂HPO₄ / 1.) THF, 0 deg C, 15 min, 2.) RT, 5h

2: 14 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / dimethylformamide / 0.25 h / Ambient temperature

With disodium hydrogenphosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jo00211a048

upstream raw materials:

p-nitrobenzyl (5R,6S)-6-<(R)-1-hydroxyethyl>-2-(<2-((<(p-nitrobenzyl)oxy>carbonyl)amino)ethyl>sulfonyl)carbapen-2-em-3-carboxylate

methyl iodide

p-nitrobenzyl (5R,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-2-em-3-carboxylate