7-Aminodesacetoxycephalosporanic acid supplier

Name
7-Aminodesacetoxycephalosporanic acid
EINECS 247-654-5
CAS No. 26395-99-3
Article Data44
CAS DataBase
Density 1.598 g/cm³
Solubility
Melting Point
Formula C₈H₁₀N₂O₃S
Boiling Point 517.598 °C at 760 mmHg
Molecular Weight 214.245
Flash Point 266.834 °C
Transport Information
Appearance
Safety 36
Risk Codes 42/43
Molecular Structure
Hazard Symbols Xn
Synonyms 7-Amino-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-ADCA;
PSA 108.93000
LogP 0.22560

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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

: 1122-91-4
4-bromo-benzaldehyde

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: C15H13BrN2O3S

Conditions

Conditions	Yield
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

Conditions	Yield
With triethylamine In chloroform; ethyl acetate; N,N-dimethyl-formamide	60%
With triethylamine In chloroform; ethyl acetate; N,N-dimethyl-formamide	60%

...Expand

: (-)-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

Conditions	Yield
	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

Conditions	Yield
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

Conditions	Yield
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%

Yield

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%

...Expand

: 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

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

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: Dibenzofuran-2-yl-fluoro-acetyl chloride

: 7-(2-Dibenzofuran-2-yl-2-fluoro-acetylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; acetone at 3℃; for 2h;	28%

: 53938-46-8
3,4-dichloro-α-fluorophenylacetic acid chloride

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

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

Conditions

Conditions	Yield
With sodium hydrogencarbonate In water; acetone at 3℃; for 2h;	16%

: 10416-59-8
N,O-bis-(trimethylsilyl)-acetamide

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 31461-05-9
C14H26N2O3SSi2

Conditions

Conditions	Yield
In dichloromethane Heating;

: 124219-60-9
(2-Amino-thiazol-4-yl)-[(Z)-ethoxyimino]-acetyl chloride; hydrochloride

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 124827-23-2
7-<2-(amino-4-thiazolyl)-(Z)-2-ethoxyiminoacetamido>-deacetoxycephalosporanic acid

Conditions

Conditions	Yield
With hydrogenchloride; sodium hydrogencarbonate; 2,3-Dimethylaniline 1)reflux 8 hrs., 2 hrs. r.t., 2)water pH 2.7; Yield given. Multistep reaction;

...Expand

: 123657-22-7
(2-Amino-thiazol-4-yl)-[(Z)-isopropoxyimino]-acetyl chloride; hydrochloride

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 123657-23-8
7-<2-(2-amino-4-thiazolyl)-(Z)-2-isopropoxyiminoacetamido>deacetoxycephalosporanic acid

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid; sodium hydrogencarbonate 1)reflux 8 hrs., 1 hr. r.t., 2)water pH 2.0; Yield given. Multistep reaction;

...Expand

: 124219-61-0
(2-Amino-thiazol-4-yl)-[(Z)-cyclopentyloxyimino]-acetyl chloride; hydrochloride

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 123657-25-0
7-<2-(2-amino-4-thiazolyl)-(Z)-2-cyclopentyloxyiminoacetamido>deacetoxycaphalosporanic acid

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid; sodium hydrogencarbonate 1)reflux 8 hrs., r.t. 1 hr., 2)water pH 2.0; Yield given. Multistep reaction;

...Expand

: 123657-20-5
(2-Amino-thiazol-4-yl)-[(Z)-cyclohexyloxyimino]-acetyl chloride; hydrochloride

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 123657-21-6
7-<2-(2-amino-4-thiazolyl)-(Z)-2-cyclohexyliminoacetamido>deacetoxycephalosporanic acid

Conditions

Conditions	Yield
With hydrogenchloride; sulfuric acid; sodium hydrogencarbonate 1)reflux 8 hrs., r.t. 1 hr., 2)water pH 2.0; Yield given. Multistep reaction;

...Expand

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 41360-37-6
trimethylsilyl 7-aminodeacetoxycephalosporanate

Conditions

Conditions	Yield
sulfuric acid In benzene
In 1,2-dichloro-ethane for 5h; Heating;

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 154780-55-9
3-methyl-2-oxo-2,3-dihydro-benzooxazole-5-carbonyl chloride

: 3-Methyl-7-[(3-methyl-2-oxo-2,3-dihydro-benzooxazole-5-carbonyl)-amino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 154780-56-0
3-Ethyl-2-oxo-2,3-dihydro-benzooxazole-5-carbonyl chloride

: 7-[(3-Ethyl-2-oxo-2,3-dihydro-benzooxazole-5-carbonyl)-amino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

decomposition products are similar to the products of decomposition of cefotaxime;: decomposition products are similar to the products of decomposition of cefotaxime;

Conditions

Conditions	Yield
With bromine In methanol; water at 20℃; number "n" of bromine molecules consumed by one molecule of the compound;the rate of bromine comsumption;;

: 116585-13-8
2-(2-amino-4-thiazolyl)-2-methoxyiminoacetyl chloride hydrochloride

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

sulfuric acid, dimethylaniline,: sulfuric acid, dimethylaniline,

: 65052-63-3, 65052-69-9
7-[{2-(2-amino-4-thiazolyl)-2-methoxyiminoacetyl}amino]-3-methyl-ceph-3-eme-4-carboxylic acid

Conditions

Conditions	Yield
1)reflux 8 hrs., 1 hr. r.t., 2)water pH 3.5; Yield given. Multistep reaction;

...Expand

: 37763-23-8
D-2-p-hydroxyphenylglycine methyl ester

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 50370-12-2
cefadroxil

Conditions

Conditions	Yield
immobilised Pen G acylase In water Enzymatic reaction;

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 102907-73-3
7-[(5-Bromo-furan-2-carbonyl)-amino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1,2-dichloro-ethane / 5 h / Heating 2: pyridine / 1,2-dichloro-ethane / 1.) -10 deg C, 2 h, 2.) room temp., 1 h 3: aq. NaOH View Scheme

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 102907-77-7
7-[2-(2-Isopropyl-5-methyl-cyclohexyloxy)-acetylamino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1,2-dichloro-ethane / 5 h / Heating 2: pyridine / 1,2-dichloro-ethane / 1.) -10 deg C, 2 h, 2.) room temp., 1 h 3: aq. NaOH View Scheme

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 102907-68-6
7-[2-(3,4-Dimethoxy-phenyl)-acetylamino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1,2-dichloro-ethane / 5 h / Heating 2: pyridine / 1,2-dichloro-ethane / 1.) -10 deg C, 2 h, 2.) room temp., 1 h 3: aq. NaOH View Scheme

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 102907-74-4
7-[(5-Benzyl-furan-2-carbonyl)-amino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1,2-dichloro-ethane / 5 h / Heating 2: pyridine / 1,2-dichloro-ethane / 1.) -10 deg C, 2 h, 2.) room temp., 1 h 3: aq. NaOH View Scheme

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: C16H19BrN2O5SSi

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1,2-dichloro-ethane / 5 h / Heating 2: pyridine / 1,2-dichloro-ethane / 1.) -10 deg C, 2 h, 2.) room temp., 1 h View Scheme

: 26395-99-3
7-aminodesacetoxycephalosporanic acid

: 102907-70-0
7-[2-(4-Isopropoxy-3-methoxy-phenyl)-acetylamino]-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1,2-dichloro-ethane / 5 h / Heating 2: pyridine / 1,2-dichloro-ethane / 1.) -10 deg C, 2 h, 2.) room temp., 1 h 3: aq. NaOH View Scheme

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

Product Name

7-Aminodesacetoxycephalosporanic acid

Synthetic route

7-Aminodesacetoxycephalosporanic acid Chemical Properties

7-Aminodesacetoxycephalosporanic acid Safety Profile

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