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(6R-cis)-3-(acetoxymethyl)-7-amino-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

  • CAS: 54083-02-2
  • Purity: 99%
  • Reputable factory supply (6R-cis)-3-(acetoxymethyl)-7-amino-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 54083-02-2 in stock with high standard
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Reputable factory supply (6R-cis)-3-(acetoxymethyl)-7-amino-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 54083-02-2 in stock with high standard

  • Molecular Formula: C11H14 N2 O6 S
  • Molecular Weight: 302.308
  • Vapor Pressure: 5.33E-14mmHg at 25°C 
  • Boiling Point: 559.8°Cat760mmHg 
  • PKA: 2.62±0.50(Predicted) 
  • Flash Point: 292.3°C 
  • PSA: 144.46000 
  • Density: 1.57g/cm3 
  • LogP: -0.25710 

(6R-cis)-3-(acetoxymethyl)-7-amino-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid(Cas 54083-02-2) Usage

General Description

The chemical compound (6R-cis)-3-(acetoxymethyl)-7-amino-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid is a cephalosporin antibiotic. It belongs to the class of beta-lactam antibiotics and is used to treat a variety of bacterial infections. (6R-cis)-3-(acetoxymethyl)-7-amino-7-methoxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid works by inhibiting the synthesis of the bacterial cell wall, leading to the eventual destruction of the bacteria. It is commonly prescribed for respiratory, skin, and urinary tract infections. Additionally, its acetoxymethyl group allows for improved absorption and distribution in the body, enhancing its effectiveness in combating bacterial infections.

InChI:InChI=1/C11H14N2O6S/c1-5(14)19-3-6-4-20-10-11(12,18-2)9(17)13(10)7(6)8(15)16/h10H,3-4,12H2,1-2H3,(H,15,16)

54083-02-2 Relevant articles

An antibacterial drug cefoxitin acid synthesis method (by machine translation)

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Paragraph 0016; 0018; 0019; 0020, (2016/12/01)

The invention discloses an antibacterial...

The synthesis of 7α methoxy 7β amidocephalosporanic acids by methoxylation of 7β (p nitrobenzyloxycarboxamido) cephalosporanic acid

Lunn,Mason

, p. 1311 - 1313 (2007/10/09)

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54083-02-2 Process route

methanol
67-56-1

methanol

7-Aminocephalosporanic acid
957-68-6

7-Aminocephalosporanic acid

(6<i>R</i>)-3-acetoxymethyl-7<i>t</i>-amino-7<i>c</i>-methoxy-8-oxo-(6<i>r</i><i>H</i>)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
54083-02-2

(6R )-3-acetoxymethyl-7t -amino-7c -methoxy-8-oxo-(6r H )-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
Conditions Yield
With sodium hydrogencarbonate; In diethyl ether; at 30 ℃; for 1h; Temperature; Large scale; Enzymatic reaction;
(6<i>R</i>)-3-acetoxymethyl-7<i>t</i>-(4-nitro-benzyloxycarbonylamino)-8-oxo-(6<i>r</i><i>H</i>)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
54055-49-1

(6R )-3-acetoxymethyl-7t -(4-nitro-benzyloxycarbonylamino)-8-oxo-(6r H )-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6<i>R</i>)-3-acetoxymethyl-7<i>t</i>-amino-7<i>c</i>-methoxy-8-oxo-(6<i>r</i><i>H</i>)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
54083-02-2

(6R )-3-acetoxymethyl-7t -amino-7c -methoxy-8-oxo-(6r H )-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: tetrahydrofuran
2: (i) (methoxylation), (ii) H2 , Pd-C, MeOH, THF, (iii) SiO2 , CH2 Cl2
3: CF3 CO2 H
With trifluoroacetic acid; In tetrahydrofuran;

54083-02-2 Upstream products

  • 35565-04-9
    35565-04-9

    (6R )-3-acetoxymethyl-7t -amino-7c -methoxy-8-oxo-(6r H )-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

  • 54055-49-1
    54055-49-1

    (6R )-3-acetoxymethyl-7t -(4-nitro-benzyloxycarbonylamino)-8-oxo-(6r H )-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

  • 54055-50-4
    54055-50-4

    (6R )-3-acetoxymethyl-7t -(4-nitro-benzyloxycarbonylamino)-8-oxo-(6r H )-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid benzhydryl ester

  • 1214622-93-1
    1214622-93-1

    7β-Aminocephalosporanic acid

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