N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt

Base Information

• Chemical Name: N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt
• CAS No.: 64066-86-0
• Molecular Formula: C₁₉H₂₀N₃O₈S*Li
• Molecular Weight: 457.39
• Mol file: 64066-86-0.mol

Synonyms:N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt

Chemical Property of N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt

There total 1 articles about N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt 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:

thienamycin (59995-64-1) + 4-nitrobenzyl chloroformate (4457-32-3) → N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt (64066-86-0)

Guidance literature:

With lithium hydroxide; sodium hydrogencarbonate; Yield given. Multistep reaction; 1.) H₂O, dioxane, ice/NaCl bath; 2.) ethyl acetate, 0.05 M LiOH;

DOI:10.1021/jo01294a044

Reference yield: 46.0%

N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt (64066-86-0) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 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)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; for 3h; Ambient temperature;

DOI:10.1021/jo01294a044

Reference yield:

N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt (64066-86-0) → p-nitrobenzyl (3S,5S,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-1-em-3-carboxylate (72778-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HMPA / 2.5 h / Ambient temperature

2: 24 percent / 1,5-diazabicyclo<5.4.0>ondec-5-ene / dimethylsulfoxide / 0.17 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; 1,5-Diazabicyclo[5.4.0]undec-5-ene; In dimethyl sulfoxide;

DOI:10.1021/jm00137a032

upstream raw materials:

thienamycin

4-nitrobenzyl chloroformate

Downstream raw materials:

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

bis (p-nitrobenzyloxycarbonylaminoethyl)disulfide

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

Δ¹-thienamycin