(6R,7R)-3-[(acetyloxy)methyl]-7-({[(1-methylpyridinium-4-yl)sulfanyl]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Base Information

• Chemical Name: (6R,7R)-3-[(acetyloxy)methyl]-7-({[(1-methylpyridinium-4-yl)sulfanyl]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
• CAS No.: 34409-23-9
• Molecular Formula: C18H19N3O6S2
• Molecular Weight: 437.497
• Mol file: 34409-23-9.mol

Synonyms:

Chemical Property of (6R,7R)-3-[(acetyloxy)methyl]-7-({[(1-methylpyridinium-4-yl)sulfanyl]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 181.65000
• Density: g/cm³
• LogP: -0.61510

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (6R,7R)-3-[(acetyloxy)methyl]-7-({[(1-methylpyridinium-4-yl)sulfanyl]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

There total 5 articles about (6R,7R)-3-[(acetyloxy)methyl]-7-({[(1-methylpyridinium-4-yl)sulfanyl]acetyl}amino)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-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:

N-bromoacetyl-7-aminocephalosporanic acid (26973-80-8) → 4-[((6R)-3-acetoxymethyl-2-carboxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-ylcarbamoyl)-methylsulfanyl]-1-methyl-pyridinium betaine (34409-23-9,51159-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: iPr₂EtN

With triethylamine; N-ethyl-N,N-diisopropylamine;

DOI:10.1021/jm00270a025

Reference yield:

pyridine-4-thiol (4556-23-4) → 4-[((6R)-3-acetoxymethyl-2-carboxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-ylcarbamoyl)-methylsulfanyl]-1-methyl-pyridinium betaine (34409-23-9,51159-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N

2: iPr₂EtN

With triethylamine; N-ethyl-N,N-diisopropylamine;

DOI:10.1021/jm00270a025

Reference yield:

7-Aminocephalosporanic acid (957-68-6) → 4-[((6R)-3-acetoxymethyl-2-carboxy-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-7t-ylcarbamoyl)-methylsulfanyl]-1-methyl-pyridinium betaine (34409-23-9,51159-12-7)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaHCO₃, H₄PO₄

2: Et₃N

3: iPr₂EtN

With sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine;

DOI:10.1021/jm00270a025

upstream raw materials:

cephapirin

methyl iodide

pyridine-4-thiol

N-bromoacetyl-7-aminocephalosporanic acid