(6R,7R)-7-{[(2Z)-2-(2-Furyl)-2-(methoxyimino)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | CAS No. 69822-88-4

(6R,7R)-7-{[(2Z)-2-(2-Furyl)-2-(methoxyimino)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Basic Information

CAS Number

69822-88-4

Molecular Formula

C15H15N3O6S

Molecular Weight

365.37 g/mol

AD

Basic Physical Properties

Density

1.63±0.1 g/cm3 (20 ºC 760 Torr),

CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/c3ccco3)SC1)C(=O)O

InChI

InChI=1S/C15H15N3O6S/c1-7-6-25-14-10(13(20)18(14)11(7)15(21)22)16-12(19)9(17-23-2)8-4-3-5-24-8/h3-5,10,14H,6H2,1-2H3,(H,16,19)(H,21,22)/b17-9-/t10-,14-/m1/s1

InChIKey

XCEHCNSCSADONR-FBCAJUAOSA-N

LogP

0.3886

Topological Polar Surface Area

121.44000000000001 Ų

Hydrogen Bond Donor/Acceptor

2 / 9

Complexity

676

Synonyms & References

English

  • [6R-[6α,7β(Z)]]- 7-[[2-furanyl(methoxyimino)acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid
  • (6R,7R)-7-((Z)-2-(furan-2-yl)-2-(methoxyimino)acetamido)-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • (6R,7R)-7-[[(2E)-2-(Furan-2-yl)-2-methoxyiminoacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0
  • (6R,7R)-7-[[(2E)-2-(Furan-2-yl)-2-methoxyiminoacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  • Cefuroxime Sodium Impurity C (EP)

FAQ

What are the physical and chemical properties of (6R,7R)-7-{[(2Z)-2-(2-Furyl)-2-(methoxyimino)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 69822-88-4)?

This compound is a solid with a crystalline form. It has a molecular weight of approximately 420.2 g/mol. It is slightly soluble in water and ethanol. Chemically, it is highly reactive, particularly towards nucleophiles, due to the presence of the carboxylic acid and the furan-derived substituent.

How is (6R,7R)-7-{[(2Z)-2-(2-Furyl)-2-(methoxyimino)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 69822-88-4) typically synthesized?

This compound can be synthesized through a multi-step process involving the protection of the carboxylic acid, subsequent introduction of the furan-derived moiety, and subsequent deprotection. Common catalysts include acetic anhydride and other organocatalysts. The synthesis typically yields up to 80% purity.

What industries use (6R,7R)-7-{[(2Z)-2-(2-Furyl)-2-(methoxyimino)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 69822-88-4)?

This compound is primarily used in the pharmaceutical and biotechnology industries for its biological activity. It may also find applications in the development of new materials and sensors.

What precautions should be taken when handling (6R,7R)-7-{[(2Z)-2-(2-Furyl)-2-(methoxyimino)acetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (CAS: 69822-88-4)?

Handle this compound with care in a well-ventilated fume hood. Wear appropriate personal protective equipment (PPE), including gloves, lab coat, and safety goggles. Spills should be cleaned up using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for detailed handling procedures.

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