Pyridinium, 4-(((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)thio)-1-(methylamino)-, inner salt, (6R-(6-alpha,7-beta(Z)))-

Base Information

• Chemical Name: Pyridinium, 4-(((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)thio)-1-(methylamino)-, inner salt, (6R-(6-alpha,7-beta(Z)))-
• CAS No.: 134481-45-1
• Molecular Formula: C20H21N7O5S3
• Molecular Weight: 535.6196
• Mol file: 134481-45-1.mol

Synonyms:134481-45-1;Pyridinium, 4-(((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)thio)-1-(methylamino)-, inner salt, (6R-(6-alpha,7-beta(Z)))-;C20H21N7O5S3;C20-H21-N7-O5-S3;LS-132210

Chemical Property of Pyridinium, 4-(((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)thio)-1-(methylamino)-, inner salt, (6R-(6-alpha,7-beta(Z)))-

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: g/cm³
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 535.07663032
• Heavy Atom Count: 35
• Complexity: 906

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN[N+]1=CC=C(C=C1)SCC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)[O-]
• Isomeric SMILES: CN[N+]1=CC=C(C=C1)SCC2=C(N3[C@H]([C@H](C3=O)NC(=O)/C(=N/OC)/C4=CSC(=N4)N)SC2)C(=O)[O-]

Technology Process of Pyridinium, 4-(((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)thio)-1-(methylamino)-, inner salt, (6R-(6-alpha,7-beta(Z)))-

There total 8 articles about Pyridinium, 4-(((7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)thio)-1-(methylamino)-, inner salt, (6R-(6-alpha,7-beta(Z)))- 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: 50.0%

1-(tert-Butoxycarbonyl-methyl-amino)-4-((6R,7R)-2-(4-methoxy-benzyloxycarbonyl)-7-{2-[(Z)-methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-ylmethylsulfanyl)-pyridinium; iodide → (6R,7R)-7-<2-(2-amino-thiazol-4-yl)-2-(Z)-(methoxyimino)acetamido>-3-<1-(methylamino)pyridinium-4-thiomethyl>ceph-3-em-4-carboxylate (134481-45-1)

Guidance literature:

With trifluoroacetic acid; for 0.166667h;

DOI:10.7164/antibiotics.46.1289

Reference yield:

4-methoxybenzyl-7-amino-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride (106773-36-8) → (6R,7R)-7-<2-(2-amino-thiazol-4-yl)-2-(Z)-(methoxyimino)acetamido>-3-<1-(methylamino)pyridinium-4-thiomethyl>ceph-3-em-4-carboxylate (134481-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) NaI, 2.) CF₃COOH, anisole / 1.) CH₃CN, room temp., 1 h, 2.) CH₂Cl₂, room temp.

With pyridine; methoxybenzene; trifluoroacetic acid; sodium iodide; In dichloromethane;

DOI:10.7164/antibiotics.48.417

Reference yield:

C26H23N3O5S2 → (6R,7R)-7-<2-(2-amino-thiazol-4-yl)-2-(Z)-(methoxyimino)acetamido>-3-<1-(methylamino)pyridinium-4-thiomethyl>ceph-3-em-4-carboxylate (134481-45-1)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 1.) NaI, 2.) CF₃COOH, anisole / 1.) CH₃CN, room temp., 1 h, 2.) CH₂Cl₂, room temp.

With pyridine; methoxybenzene; trifluoroacetic acid; sodium iodide; In dichloromethane;

DOI:10.7164/antibiotics.48.417

upstream raw materials:

4-methoxybenzyl-(Z)-3-(chloromethyl)-7-(2-(methoxyimino)-2-(2-(tritylamino)thiazol-4-yl)acetamido)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

1-(methylamino)-4-thiopyridone

4-methoxybenzyl-7-amino-3-chloromethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride

2-(2-aminothiazol-4-yl)-2-(methoxy)iminoacetic acid