ChemicalBook > CAS DataBase List > 7-AVCA

7-AVCA

Product Name
7-AVCA
CAS No.
79349-82-9
Chemical Name
7-AVCA
Synonyms
7-AMINO-3-VINYLCEPHALOSPORANIC ACID;(6R,7R)-7-AMino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-AVCA/(6R,7R)-7-AMino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-AVCA;Cefixime Impurity 8;Cefdinir Impurity 30;Cefixime Inermediates;Cefdinir CP Impurity C;Cefdinir Impurity C(CP);Cefixime Impurity 7 AVCA
CBNumber
CB3457874
Molecular Formula
C9H10N2O3S
Formula Weight
226.25
MOL File
79349-82-9.mol
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7-AVCA Property

Melting point:
215-220°C
Boiling point:
540.7±50.0 °C(Predicted)
Density 
1.55±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,2-8°C
solubility 
Aqueous Base (Slightly), DMSO (Slightly)
form 
Solid
pka
2.73±0.50(Predicted)
color 
White to Pale Yellow
InChI
InChI=1S/C9H10N2O3S/c1-2-4-3-15-8-5(10)7(12)11(8)6(4)9(13)14/h2,5,8H,1,3,10H2,(H,13,14)/t5-,8-/m1/s1
InChIKey
GQLGFBRMCCVQLU-SVGQVSJJSA-N
SMILES
N12[C@@]([H])([C@H](N)C1=O)SCC(C=C)=C2C(O)=O
CAS DataBase Reference
79349-82-9(CAS DataBase Reference)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

H334May cause allergy or asthma symptoms or breathing difficulties if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P285In case of inadequate ventilation wear respiratory protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P341IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P342+P311IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
A632600
Product name
7-Amino-3-vinyl-3-cephem-4-carboxylicAcid
Packaging
100mg
Price
$105
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17544
Product name
7-Amino-3-vinyl-3-cephem-4-carboxylic acid
Packaging
1g
Price
$60
Updated
2021/12/16
AK Scientific
Product number
J20661
Product name
7-AVCA
Packaging
1g
Price
$98
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17544
Product name
7-Amino-3-vinyl-3-cephem-4-carboxylic acid
Packaging
2g
Price
$100
Updated
2021/12/16
Biosynth Carbosynth
Product number
FA17544
Product name
7-Amino-3-vinyl-3-cephem-4-carboxylic acid
Packaging
5G
Price
$150
Updated
2021/12/16
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7-AVCA Chemical Properties,Usage,Production

Chemical Properties

White Solid

Uses

A key intermediate in the manufacturing of Cephalosporin compounds.

Synthesis

33748-00-4

79349-82-9

The general procedure for the synthesis of (6R,7R)-7-amino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid from cefixime impurity is as follows: 25.5 g (0.05 mol) of GVNA was placed in a 1,000 mL three-necked flask fitted with a thermometer and a mechanical stirrer, and 300 g of phenol and 2.8 g of acetic acid and the reaction was held at 35°C. After the reaction was complete (about 6 hours), the reaction mixture was slowly poured into a mixed solution consisting of sodium bicarbonate, purified water, and butyl acetate (5 g of purified water, 200 mL of purified water, and 200 mL of butyl acetate). The aqueous phase was extracted twice with 50 mL of butyl acetate and the aqueous phases were combined. The aqueous phase was transferred to a 500 mL reaction flask and stirred at room temperature for 2 hours. 4 g of immobilized acyltransferase PGA-450 was added, followed by dropwise addition of 15% aqueous sodium carbonate solution, maintaining the pH between 8.0-8.2 until the HPLC assay showed less than 0.5% GVNA. The enzyme was recovered by filtration. The filtrate was collected and the pH was adjusted with 10% hydrochloric acid to 3.4. The filter cake was washed with 50 mL of acetone and dried to give 10.7 g of AVNA (93.8% yield as GVNA).

References

[1] Patent: CN104045655, 2016, B. Location in patent: Paragraph 0061
[2] Organic Process Research and Development, 2009, vol. 13, # 5, p. 924 - 927
[3] Patent: CN103923104, 2016, B. Location in patent: Paragraph 0032-0034

7-AVCA Preparation Products And Raw materials

Raw materials

Preparation Products

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7-AVCA Suppliers

CAS Organic Company
Tel
--
Fax
--
Email
Sales@casorganic.com
Country
Ukraine
ProdList
5026
Advantage
34
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View Lastest Price from 7-AVCA manufacturers

Shaanxi Dideu New Materials Co. Ltd
Product
7-AVCA 79349-82-9
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1000kg
Release date
2025-08-21
Guangzhou Tosun Pharmaceutical Ltd
Product
Cefdinir Impurity C 79349-82-9
Price
US $0.00-0.00/mg
Min. Order
5mg
Purity
95%+
Supply Ability
1000mg
Release date
2025-02-12
Guangzhou Tosun Pharmaceutical Ltd
Product
Cefixime Impurity 8
Price
US $0.00-0.00/mg
Min. Order
5mg
Purity
95%+
Supply Ability
1000mg
Release date
2024-12-20

79349-82-9, 7-AVCARelated Search:


  • (6R,7R)-7-AMino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 7-AVCA/(6R,7R)-7-AMino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 7-AVCA-DIMER(CEFDINIR MOTHER NUCLEUS DIMER )
  • Cefdinir impurity 3/Cefdinir CP Impurity C/(6S,7R)-7-((Z)-2-(2-aminothiazol-4-yl)-2-(hydroxyimino)acetamido)-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 5-oxide
  • (6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 7-AVCA
  • 7-AMINO 3-VINYL-3-CEPHEM-4-CARBOXYLIC ACID
  • 7-AMINO-3-VINYL-3-CEPHEM-4-CARBOXYLIC ACID(7-AVCA)
  • 7-AMINO-3-VINYLCEPHALOSPORANIC ACID
  • (6R-Trans)-7-amino-8-oxo-3-ethenyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-amino-3-ethenyl-8-oxo-,(6R,7R)-
  • 7-amino-3-ethenyl-8-oxo-, (6R,7R)-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R-trans)-7-AMino-3-ethenyl-8-oxo-5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
  • Cefixime Impurity 8
  • Cefdinir Impurity C(CP)
  • 7-Amino-3-vinyla-3-cephem-4-carboxylic acid
  • Cefdinir Impurity 30
  • Cefixime Impurity 7 AVCA
  • Cefdinir Impurity C: (6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid(7-AVCA)
  • (6R,7R)-7-amino-8-oxo-3-vinyl-
  • 7-amino-3-vinyl-3-cephem-4-carboxylic aid
  • Cefdinir Impurity 30 (Cefdinir CP Impurity C)
  • 7-AVCA 7-Amino-3-Vinyl-3-Cephem-4-Carboxylic Acid
  • 7-AVCA Cefdinir Impurity C(CP)
  • 7-amino-3-vinyl-3-cephalocyph-4-carboxylic acid
  • Cefixime Impurity 8(Cefdinir CP Impurity C)
  • 7-Amino-3-vinyl-3-cephem-4-carboxylicAci
  • 7-AVCA (Cefdinir Impurity C)
  • Cefdinir CP Impurity C
  • Cefixime Inermediates
  • (6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-2-carboxylic acid
  • 79349-82-9
  • Organic acids
  • Amines
  • Chiral Reagents
  • Intermediates & Fine Chemicals
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