N-tert-butyloxycarbonylcefradine

Base Information

• Chemical Name: N-tert-butyloxycarbonylcefradine
• CAS No.: 57872-62-5
• Molecular Formula: C₂₁H₂₇N₃O₆S
• Molecular Weight: 449.528
• Mol file: 57872-62-5.mol

Synonyms:N-tert-butyloxycarbonylcefradine

Chemical Property of N-tert-butyloxycarbonylcefradine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butyloxycarbonylcefradine

There total 1 articles about N-tert-butyloxycarbonylcefradine 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: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + Cefradine (30959-67-2,38821-53-3,52842-45-2) → N-tert-butyloxycarbonylcefradine (57872-62-5)

Guidance literature:

With triethylamine; In acetonitrile; for 6h;

DOI:10.1002/ardp.19943270405

Reference yield:

N-tert-butyloxycarbonylcefradine (57872-62-5) → Cefradine (30959-67-2,38821-53-3,52842-45-2) + cefalexin (15686-71-2,27726-35-8,34632-04-7,79814-91-8,108260-04-4) + (6R,7R)-3-methyl-7-[(R)-2-amino-2-phenylacetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid (79750-46-2) + Δ2-cefradine

Guidance literature:

With 200-400 mesh; anion exchange resin Bio-Rad AG-3; acetic anhydride; trifluoroacetic acid; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) pyridine, r.t., 12 h, 2.) 12 h;

DOI:10.1002/ardp.19943270405

Reference yield:

N-tert-butyloxycarbonylcefradine (57872-62-5) → (6R,7R)-7-[(2R)-2-{[(tert-butoxy)carbonyl]amino}-2-phenylacetamido]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (28180-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) acetic anhydride, 2.) trifluoroacetic acid, 3.) anion exchange resin Bio-Rad AG-3, 200-400 mesh / 1.) pyridine, r.t., 12 h, 2.) 12 h

2: 90 percent / Et₃N / acetonitrile / 6 h

With 200-400 mesh; anion exchange resin Bio-Rad AG-3; acetic anhydride; triethylamine; trifluoroacetic acid; In acetonitrile;

DOI:10.1002/ardp.19943270405

upstream raw materials:

di-tert-butyl dicarbonate

Cefradine

Downstream raw materials:

Cefradine

cefalexin

(6R,7R)-3-methyl-7-[(R)-2-amino-2-phenylacetamido]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-3-ene-2-carboxylic acid

3-hydroxy-4-methyl-2(5H)-thiophenone

Refernces