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7-Aminodesacetoxycephalosporanic acid
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Name

7-Aminodesacetoxycephalosporanic acid

 EINECS 247-654-5
CAS No. 26395-99-3 Density 1.598 g/cm3
PSA 108.93000 LogP 0.22560
Solubility N/A Melting Point N/A
Formula C8H10N2O3S Boiling Point 517.598 °C at 760 mmHg
Molecular Weight 214.245 Flash Point 266.834 °C
Transport Information N/A Appearance N/A
Safety 36 Risk Codes 42/43
Molecular Structure Molecular Structure of 26395-99-3 (7-Aminodesacetoxycephalosporanic acid) Hazard Symbols HarmfulXn
Synonyms

7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-ADCA;

Article Data 44

7-Aminodesacetoxycephalosporanic acid Synthetic route

30246-33-4

7-amino-3-(5'-methyl-1',3',4'-thiadiazol-2'-ylthiomethyl)cephalosporanic acid

A

36996-01-7, 51795-31-4

7-amino-3-methylenecepham-4-carboxylic acid

B

26395-99-3

7-aminodesacetoxycephalosporanic acid

Conditions
ConditionsYield
With N,N-Bis(trimethylsilyl)urea; ammonium chloride; zinc In N,N-dimethyl-formamide 1.) 25 deg C, 13 min, 2.) 5 deg C, 18 min, 3.) 5 deg C, 30 min;A 66.5%
B 3.0 % Chromat.
40818-86-8

(6R)-7t-(2-chloro-acetylamino)-3-methyl-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

26395-99-3

7-aminodesacetoxycephalosporanic acid

Conditions
ConditionsYield
With sodium hydroxide; thiourea In water
80756-85-0

(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

26395-99-3

7-aminodesacetoxycephalosporanic acid

65052-63-3, 65052-69-9

(Z)-7-[(2-amino-4-thiazolyl-2-methoxyiminoacetylamino)]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With dmap; triethylamine In water; acetone at 20℃; for 3.5h; Time;98.5%

ferrocene sulfonyl chloride

26395-99-3

7-aminodesacetoxycephalosporanic acid

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

sodium ferrocenylsulphoamidodeacetoxycephalosporanate

Conditions
ConditionsYield
With methanol; 2,3-Dimethylaniline; sodium 2-ethylhexanoic acid In ethyl acetate; isopropyl alcohol refluxing hexamethyldisilazane and aminodeacetoxycephalosporanic acid (EtOAc, 1.5-2 h), cooling to 10-15°C, addn. of PhNMe2 and Fe-complex, refluxing (2 h, stirring), filtration, MeOH addn., filtration, addn.of Na-salt, room temp. (30 min); filtration, washing (EtOAc), drying (vac.);89%
1122-91-4

4-bromo-benzaldehyde

26395-99-3

7-aminodesacetoxycephalosporanic acid

C15H13BrN2O3S

Conditions
ConditionsYield
In ethanol for 6h; Reflux;75%

2-carboxy-3-methyl-8-oxo-7-tritylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene

108-20-3

di-isopropyl ether

76-83-5

trityl chloride

26395-99-3

7-aminodesacetoxycephalosporanic acid

14919-01-8

(E)-3-octene

Conditions
ConditionsYield
With triethylamine In chloroform; ethyl acetate; N,N-dimethyl-formamide60%
With triethylamine In chloroform; ethyl acetate; N,N-dimethyl-formamide60%

(-)-α-(tert-Butyloxycarbonylamino)-4-hydroxy-3-[(methylthio)methyl]benzeneacetic acid

26395-99-3

7-aminodesacetoxycephalosporanic acid

7-[[(tert-Butyloxycarbonylamino)-[4-hydroxy-3-[(methylthio)methyl]phenyl]acetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
53.8%
22692-94-0

α-fluorophenylacetic acid chloride

26395-99-3

7-aminodesacetoxycephalosporanic acid

7-<(α-fluorophenylacetyl)amino>-3-methyl-3-cephem-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone at 3℃; for 2h;33.4%
41686-87-7

1,1’ bis(sulfonylchloride)ferrocene

26395-99-3

7-aminodesacetoxycephalosporanic acid

999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

sodium 1,1'-ferrocenylendisulphonamido-deacetoxycephalosporanate

Conditions
ConditionsYield
With 2,3-Dimethylaniline; sodium 2-ethylhexanoic acid In ethyl acetate; isopropyl alcohol refluxing hexamethyldisilazane and 7-aminodeacetoxycephalosporanic acid(EtOAc, 1-1.5 h), cooling to 10-15°C, addn. of PhNMe2 and Fe-complex, refluxing with stirring (2 h), filtration, addn. of hexanoate saltin i-PrOH; filtration, volume reduction (vac.), crystn. on petroleum ether addn. (room temp., 1h), filtration, washing (petroleum ether), drying (vac.);32.7%
26395-99-3

7-aminodesacetoxycephalosporanic acid

2-dibenzofuranacetic acid chloride

7-(<2-(dibenzofuran-2-yl)acetyl>amino)-3-methyl-3-cephem-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone at 3℃; for 2h;30%

7-Aminodesacetoxycephalosporanic acid Chemical Properties

 

IUPAC Name: (6R,7R)-7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
Systematic of 7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene- (CAS NO.26395-99-3): 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-3-methyl-8-oxo- ; EINECS 247-654-5
CAS NO: 26395-99-3
Molecular Formula of 7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene- (CAS NO.26395-99-3): C8H10N2O3S
Molecular Weight: 214.2416
Molecular Structure:

H bond acceptors: 5
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 75.15 Å2
Index of Refraction: 1.697
Molar Refractivity: 51.69 cm3
Molar Volume: 134 cm3
Surface Tension: 81.7 dyne/cm
Density of 7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene- (CAS NO.26395-99-3): 1.59 g/cm3
Flash Point: 266.8 °C
Enthalpy of Vaporization: 86.44 kJ/mol
Boiling Point: 517.6 °C at 760 mmHg
Vapour Pressure: 4.18E-12 mmHg at 25°C

7-Aminodesacetoxycephalosporanic acid Safety Profile

Hazard Codes: HarmfulXn
Risk Statements: 42/43 
R42/43: May cause sensitization by inhalation and skin contact.
Safety Statements: 36 
S36: Wear suitable protective clothing.

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