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(6R,7R)-3-(carbamoyloxymethyl)-7-[[(2E)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Base Information Edit
  • Chemical Name:(6R,7R)-3-(carbamoyloxymethyl)-7-[[(2E)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • CAS No.:97232-97-8
  • Molecular Formula:C16H16N4O8S
  • Molecular Weight:424.391
  • Hs Code.:
  • European Community (EC) Number:259-560-1
  • UNII:Z5PTJ86MTY
  • Nikkaji Number:J13.093A
  • Wikipedia:Cefuroxime
  • Wikidata:Q413728
  • NCI Thesaurus Code:C61669
  • RXCUI:2194
  • ChEMBL ID:CHEMBL466
  • Mol file:97232-97-8.mol
(6R,7R)-3-(carbamoyloxymethyl)-7-[[(2E)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Synonyms:Cefuroxime;Cephuroxime;Ketocef;Zinacef

Suppliers and Price of (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2E)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Desacetyloxyethyl(E)-CefuroximeAxetil
  • 1mg
  • $ 245.00
Total 7 raw suppliers
Chemical Property of (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2E)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Edit
Chemical Property:
  • Melting Point:>94°C (dec.) 
  • Storage Temp.:Hygroscopic, -20°C Freezer, Under inert atmosphere 
  • Solubility.:DMSO (Slightly), Methanol (Slightly) 
  • XLogP3:-0.2
  • Hydrogen Bond Donor Count:3
  • Hydrogen Bond Acceptor Count:10
  • Rotatable Bond Count:8
  • Exact Mass:424.06888465
  • Heavy Atom Count:29
  • Complexity:798
Purity/Quality:

≧95%, *data from raw suppliers

Desacetyloxyethyl(E)-CefuroximeAxetil *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CON=C(C1=CC=CO1)C(=O)NC2C3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O
  • Isomeric SMILES:CO/N=C(\C1=CC=CO1)/C(=O)N[C@H]2[C@@H]3N(C2=O)C(=C(CS3)COC(=O)N)C(=O)O
  • Recent ClinicalTrials:24 Vs 48 Hours of Cefazolin or Cefuroxime as Prophylaxis
  • Recent EU Clinical Trials:Standard versus Pre-emptive Antibiotic Treatment to Reduce the Rate of Infectious Outcomes after Whipple procedure (SPARROW): a multicenter, randomized controlled trial
  • Uses Desethyl Acetate (E)-Cefuroxime Axetil (Cefuroxime Sodium EP Impurity E) is a product from the photoisomerization of Cefuroxime Axetil (C248065), which is s widely used to treat respiratory tract infections. Antibacterial.
Technology Process of (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2E)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

There total 8 articles about (6R,7R)-3-(carbamoyloxymethyl)-7-[[(2E)-2-(furan-2-yl)-2-methoxyiminoacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 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:
Guidance literature:
isocyanate de chlorosulfonyle; 3-decarbamoyl cefuroxime acid; In ethyl acetate; at -50 - -40 ℃; for 0.666667h;
With water; In ethyl acetate; for 0.5h;
Guidance literature:
With hydrogenchloride; sodium ethanolate; In tetrahydrofuran; ethanol; water; ethyl acetate;
Guidance literature:
Multi-step reaction with 5 steps
1.1: phosphorus pentachloride / ethyl acetate; N,N-dimethyl acetamide / 2.5 h / 0 - 10 °C
2.1: sulfuric acid / acetone / 6 h / 50 °C
3.1: sodium hydroxide / water / 5 h / -10 - -5 °C
4.1: sodium hydroxide / acetone; water / 0.5 h / -12 - -5 °C
5.1: ethyl acetate / 0.67 h / -50 - -40 °C
5.2: 0.5 h
With phosphorus pentachloride; sulfuric acid; sodium hydroxide; In N,N-dimethyl acetamide; water; ethyl acetate; acetone;
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