7-Aminocephalosporanic Acid supplier

Name
7-Aminocephalosporanic acid
EINECS 213-485-0
CAS No. 957-68-6
Article Data19
CAS DataBase
Density 1.6 g/cm³
Solubility 409.6mg/L(22.99 oC)
Melting Point >300 °C(lit.)
Formula C₁₀H₁₂N₂O₅S
Boiling Point 560.6 °C at 760 mmHg
Molecular Weight 272.282
Flash Point 292.9 °C
Transport Information
Appearance off-white to beige crystalline powder
Safety 22-36/37-24/25-36-26
Risk Codes 42/43-36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi, Xn
Synonyms 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6R-trans)-;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid,7-amino-3-(hydroxymethyl)-8-oxo-, acetate (ester) (8CI);(7R)-7-Aminocephalosporanic acid;3-(Acetoxymethyl)-7-aminocephem-4-carboxylicacid;3-Acetoxymethyl-7-aminoceph-3-em-4-carboxylic acid;3-Acetoxymethyl-7b-aminoceph-3-em-4-carboxylicacid;7-ACA;7-ACS;7-Amino-3-acetoxymethyl-3-cephem-4-carboxylic acid;7-Amino-3-acetoxymethyl-D3-cephem-4-carboxylic acid;5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 3-[(acetyloxy)methyl]-7-amino-8-oxo-, (6R,7R)-;7b-Amino-3-acetoxymethylcephemcarboxylicacid;7b-Aminocephalosporanic acid;
PSA 135.23000
LogP -0.23120

Synthetic route

: 61-24-5
cephalosporin C

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With phosphate buffer; enzyme derivative DAO; enzyme derivative GA at 25℃; for 2h; pH 8;	96%
With glutaryl acylase; D-aminoacid oxidase In water for 2.5h; pH = 8, O2;	96%
With D-amino acid oxidase; glutaryl acylase; oxygen In phosphate buffer at 25℃; for 3h; pH=8;

: 27266-61-1, 54600-89-4
benzhydryl 7-aminocephalosporanate

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With formic acid at 40 - 45℃; for 0.5h; Product distribution;	84%

: 61-24-5
cephalosporin C

A: 3184-35-8
2-oxohexanedioic acid

B: 28242-83-3
7β-(5-carboxy-5-oxopentanamido)cephalosporanic acid

C: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With sodium hydroxide; D-amino acid oxidase; bovine catalase (on glyoxyl agarose); glutaryl acylase (immobilized on polyethyleneimine) In phosphate buffer at 25℃; for 3h; pH=8; Enzymatic reaction;	A n/a B 2.5% C 80%

...Expand

: 64-19-7
acetic acid

: 2-(Amino-propylcarbamoyl-methyl)-5-methylene-5,6-dihydro-2H-[1,3]thiazine-4-carboxylic acid

A: 107-10-8
propylamine

B: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With potassium chloride In water at 30℃; Equilibrium constant;

...Expand

: 27920-90-7
3-acetoxymethyl-7(R)-glutaroylaminoceph-3-em-4-carboxylic acid

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With sodium hydroxide; glutaryl-7-aminocephalosporanic acid acylase In water at 25℃; pH=8.0; Enzyme kinetics; Enzymatic reaction;
With water at 37℃; for 0.5h; pH=7.5; Kinetics; Reagent/catalyst; aq. phosphate buffer; Enzymatic reaction;
With recombinant VAC enzyme at 25℃; for 0.166667h; pH=8; Kinetics; Reagent/catalyst; aq. buffer; Enzymatic reaction;

: 27920-90-7
3-acetoxymethyl-7(R)-glutaroylaminoceph-3-em-4-carboxylic acid

A: 110-94-1
1,5-pentanedioic acid

B: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With sodium hydroxide; glutaryl acylase (immobilized on polyethyleneimine) In phosphate buffer at 25℃; for 0.5h; pH=8.0; Enzymatic reaction;

: 28242-83-3
7β-(5-carboxy-5-oxopentanamido)cephalosporanic acid

A: 3184-35-8
2-oxohexanedioic acid

B: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With sodium hydroxide; glutaryl acylase (immobilized on polyethyleneimine) In phosphate buffer at 25℃; for 0.5h; pH=8.0; Enzymatic reaction;

: 7-[(2-carbomethoxy-1-methylethylene)amino]-3-hydroxymethyl-3-cephem-4-carboxylic acid potassium salt

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With hydrogenchloride; 2-(Dimethylamino)pyridine; potassium hydroxide; acetic anhydride In water; ethyl acetate; acetone

: 51762-04-0
(6R)-3-acetoxymethyl-7t-((R)-5-amino-5-carboxy-pentanoylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid; monosodium salt

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With water at 25℃; pH=8; aq. phosphate buffer; Enzymatic reaction;

: 28242-83-3
7β-(5-carboxy-5-oxopentanamido)cephalosporanic acid

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With water at 37℃; for 1h; pH=7.5; Kinetics; Reagent/catalyst; aq. phosphate buffer; Enzymatic reaction;

: 3595-18-4
(6R)-3-acetoxymethyl-8-oxo-7t-pentanoylamino-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With recombinant VAC enzyme at 25℃; for 0.166667h; pH=8; Kinetics; Reagent/catalyst; aq. buffer; Enzymatic reaction;

: (6R,7R)-3-Acetoxymethyl-7-(3-carboxy-propionylamino)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With recombinant VAC enzyme at 25℃; for 0.166667h; pH=8; Kinetics; Reagent/catalyst; aq. buffer; Enzymatic reaction;

: glutaryl-7-aminocephalosporanic acid

: 957-68-6
7-Aminocephalosporanic acid

Conditions

Conditions	Yield
With recombinant VAC enzyme at 25℃; for 0.166667h; pH=8; Kinetics; Reagent/catalyst; aq. buffer; Enzymatic reaction;

: 58909-39-0
2-methyl-3-mercapto-5-oxo-6-hydroxy-2,5-dihydro-1,2,4-triazine

: 94088-75-2
2-(2-amino-1,3-thiazol-4-yl)-1-(1,3-benzothiazol-2-ylsulfanyl)-2-(methoxyimino)ethan-1-one

: 957-68-6
7-Aminocephalosporanic acid

: ceftriaxone sodium

Conditions

Conditions	Yield
Stage #1: 2-methyl-3-mercapto-5-oxo-6-hydroxy-2,5-dihydro-1,2,4-triazine; 7-Aminocephalosporanic acid With carbonic acid dimethyl ester at 35℃; for 1h; Stage #2: 2-(2-amino-1,3-thiazol-4-yl)-1-(1,3-benzothiazol-2-ylsulfanyl)-2-(methoxyimino)ethan-1-one for 0.166667h; Stage #3: With triethylamine at 10℃; for 4h; Concentration; Temperature;	99.5%

...Expand

: 4741-45-1
furane-2-monocarboxylic acid

: 957-68-6
7-Aminocephalosporanic acid

: (6R,7R)-7-amino-3-(furan-2-carbonylsulfanylmethyl)cephalosporanic acid

Conditions

Conditions	Yield
With gamma-Al2O2-O22-Na+; zeolite In water at 20℃; for 2h; Large scale;	99.4%
With solid base catalyst; zeolite In water at 20℃; for 2h; Large scale;	99.1%

: 533-37-9
2,3-cyclopentenopyridine

: 80756-85-0
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

: 957-68-6
7-Aminocephalosporanic acid

: 98753-19-6
cefpirome Sulfate

Conditions

Conditions	Yield
With sulfuric acid for 0.0666667h; Time; Microwave irradiation;	99%

...Expand

: 110-86-1
pyridine

: 354808-44-9
(Z)-(2-carboxyprop-2-oxyimino)-2-(2-aminothiazole-4-yl)-acetylchloride monohydrochloride

: 957-68-6
7-Aminocephalosporanic acid

: 72558-82-8, 97148-38-4
ceftazidime

Conditions

Conditions	Yield
at -16℃; for 2h; Concentration; Temperature; Sonication; Industrial scale;	98.9%

...Expand

: 13183-79-4
1-methyl-5-mercaptotetrazole

: 957-68-6
7-Aminocephalosporanic acid

: 24209-38-9
(6R,7R)-7-amino-3-[(1H-1-methyltetrazol-5-yl)thio]methylceph-3-em-4-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 1-methyl-5-mercaptotetrazole With boron trifluoride dimethyl carbonate complex; carbonic acid dimethyl ester at 10 - 12℃; for 0.166667h; Stage #2: 7-Aminocephalosporanic acid at 25℃; for 0.75h; Stage #3: With chloroacetyl chloride In N,N-dimethyl-formamide at 0℃; for 0.75h;	98%
With pyridine; tetrabutoxytitanium; titanium tetrachloride In acetonitrile at 5 - 30℃; for 3h; Reagent/catalyst;	98%
With boron trifluoride In acetonitrile at 30℃; for 1.5h;	94.7%

: 957-68-6
7-Aminocephalosporanic acid

: 55633-19-7
(1H-tetrazol-1-yl)-2-acetic acid methyl ester

: 32510-61-5
7-((tetrazol-1'-yl)acetylamino)-3-acetyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With phosphate buffer; PGA E. coli A at 4℃; pH 6.5;	98%
With penicillin G acylase In water at 4℃; pH = 6.5;	98%

: C10H7Cl2N3O2S2

: 957-68-6
7-Aminocephalosporanic acid

: 63521-15-3
(6R,7R)-3-[[(5-methyl-1,3,4-thiadiazolyl-2-yl)thio]methyl]-7-[2-(3,5-dichloro-4-pyridone-1-acetylamido)]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid sodium salt

Conditions

Conditions	Yield
Stage #1: C10H7Cl2N3O2S2; 7-Aminocephalosporanic acid With sodium hydroxide In water; acetonitrile at 30℃; for 3h; Stage #2: With sodium hydrogencarbonate; pyrographite In water; acetonitrile at 30 - 40℃; for 2h; pH=8;	97.5%

: 957-68-6
7-Aminocephalosporanic acid

: (3-Mercapto-5-methyl-[1,2,4]triazol-4-yl)-acetic acid ethyl ester

: (6R,7R)-7-Amino-3-(4-ethoxycarbonylmethyl-5-methyl-4H-[1,2,4]triazol-3-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With boron trifluoride	97%

: 4076-36-2
5-methyl-1,2,3,4-tetrazole

: 957-68-6
7-Aminocephalosporanic acid

: 7-amino-3-[2-(5-methyl-2H-tetrazolyl)methyl]cephalosporanic acid

Conditions

Conditions	Yield
Stage #1: 5-methyl-1,2,3,4-tetrazole With sulfuric acid at 20℃; for 0.333333h; Stage #2: 7-Aminocephalosporanic acid at 20℃; Reagent/catalyst;	96.21%
With borane-THF In tetrahydrofuran at 55℃; for 6h; Temperature; Concentration;	95%

: 957-68-6
7-Aminocephalosporanic acid

: 159048-31-4
{(Z)-3-[4-Benzhydryloxy-5-(4-methoxy-benzyloxy)-1-oxy-pyridin-2-yl]-isoxazol-5-ylmethoxyimino}-[2-(trityl-amino)-thiazol-4-yl]-acetic acid

: 1026067-80-0
(6R,7R)-3-Acetoxymethyl-7-{2-{(Z)-3-[4-benzhydryloxy-5-(4-methoxy-benzyloxy)-1-oxy-pyridin-2-yl]-isoxazol-5-ylmethoxyimino}-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With pyridine; trichlorophosphate Substitution;	96%

: 957-68-6
7-Aminocephalosporanic acid

: 103-80-0
phenylacetyl chloride

: 859-07-4
cephaloram

Conditions

Conditions	Yield
Stage #1: 7-Aminocephalosporanic acid With sodium carbonate In water; acetone at -5℃; for 0.166667h; Schotten-Baumann reaction; Stage #2: phenylacetyl chloride In water; acetone for 4h; Schotten-Baumann reaction; Stage #3: With hydrogenchloride In water; ethyl acetate; acetone pH=3 - 3.5;	96%
With sodium hydrogencarbonate In acetone at 20℃; for 17h; pH=8.0; Schotten-Baumann method;	83%
Stage #1: 7-Aminocephalosporanic acid; phenylacetyl chloride With sodium hydrogencarbonate In water; acetone at 20℃; for 16h; Schotten-Baumann reaction; Stage #2: With hydrogenchloride In dichloromethane; water; acetone pH=2;	55%

: 79-37-8
oxalyl dichloride

: 2-t-butoxycarbonylmethoxyimino-2-(fur-2-yl)acetic acid

: 957-68-6
7-Aminocephalosporanic acid

: 56869-87-5
(6R)-3-acetoxymethyl-7t-(2-(Z)-tert-butoxycarbonylmethoxyimino-2-furan-2-yl-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With sodium hydrogencarbonate In N-methyl-acetamide; dichloromethane; water; triethylamine; acetone	96%
With sodium hydrogencarbonate In N-methyl-acetamide; dichloromethane; water; triethylamine; acetone	96%

...Expand

: 18686-82-3
2-mercapto-1,3,4-thiadiazole

: 957-68-6
7-Aminocephalosporanic acid

: C10H10N4O3S3*ClH

Conditions

Conditions	Yield
Stage #1: 2-mercapto-1,3,4-thiadiazole; 7-Aminocephalosporanic acid With boron trifluoride dimethyl carbonate complex; carbonic-acid; carbonic acid dimethyl ester at 0 - 10℃; for 1h; Stage #2: With hydrogenchloride In water at -5 - 0℃; Reagent/catalyst;	96%

: 153012-24-9
C14H20N2O6S2

: 957-68-6
7-Aminocephalosporanic acid

: 107185-27-3
7β-<(Z)-2-(2-tert-butoxycarbonylaminothiazol-4-yl)-2-pentenoylamino>-3-acetoxymethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With diisopropylamine; rac-Pro-OH In methanol at 15 - 20℃; Temperature;	95.8%

: 58909-39-0
2-methyl-3-mercapto-5-oxo-6-hydroxy-2,5-dihydro-1,2,4-triazine

: 957-68-6
7-Aminocephalosporanic acid

: 58909-56-1
7-aminoceftrizine

Conditions

Conditions	Yield
With boron trifluoride dimethyl carbonate complex; methanesulfonic acid at 10 - 12℃; for 0.383333h; Reagent/catalyst;	95.1%
With boron trifluoride dimethyl carbonate complex; edetate disodium at 30℃; for 0.833333h; Time;	90%
With boron trifluoride In acetonitrile at 10 - 30℃; for 0.5h;	85.71%

: 13183-79-4
1-methyl-5-mercaptotetrazole

: 957-68-6
7-Aminocephalosporanic acid

: C10H14N6O3S2

Conditions

Conditions	Yield
Stage #1: 1-methyl-5-mercaptotetrazole; 7-Aminocephalosporanic acid With boron trifluoride In acetonitrile at 35 - 39℃; Stage #2: With hydrogenchloride In water; acetonitrile at 10 - 32℃; for 0.666667h; Reagent/catalyst;	95.1%
Stage #1: 1-methyl-5-mercaptotetrazole With acetonitrile boron trifluoride complex at 30℃; for 0.5h; Stage #2: 7-Aminocephalosporanic acid at 30℃; for 1h;

: AE-active thioester

: 957-68-6
7-Aminocephalosporanic acid

: 63527-52-6, 63527-53-7, 60846-21-1
cefotaxime

Conditions

Conditions	Yield
Stage #1: 7-Aminocephalosporanic acid With triethylamine In dichloromethane at 2 - 4℃; for 0.5h; Inert atmosphere; Stage #2: AE-active thioester In dichloromethane at 2 - 4℃; for 1h; Temperature;	95.1%

: 29490-19-5
2-mercapto-5-methyl-1,3,4-thiadiazole

: 957-68-6
7-Aminocephalosporanic acid

: 30246-33-4
(6R,7R)-7-amino-3-(5-methyl-1,3,4-thiadiazol-2-ylthiomethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With boron trifluoride dimethyl carbonate complex; acetic acid at 5 - 10℃; Temperature;	95%
With boron trifluoride dimethyl carbonate complex; carbonic acid dimethyl ester at 20 - 30℃; for 1h; Reagent/catalyst;	92.1%
With boron trifluoride In acetonitrile at 30℃; for 1.5h;	86%

: 80756-85-0
(Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate

: 957-68-6
7-Aminocephalosporanic acid

: 63527-52-6
cefotaxime

Conditions

Conditions	Yield
With TEA In dichloromethane at 20℃; for 1h; Substitution;	95%
With triethylamine In dichloromethane at 20℃; for 1h;	95%
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-Aminocephalosporanic acid With triethylamine In methanol at 0 - 5℃; Stage #2: With hydrogenchloride In methanol; water at 0 - 5℃; for 1h; pH=2.3 - 2.5;
Stage #1: (Z)-S-benzo[d]thiazol-2-yl 2-(2-aminothiazol-4-yl)-2-(methoxyimino)ethanethioate; 7-Aminocephalosporanic acid With triethylamine In 1,2-dimethoxyethane at -5 - 0℃; Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water for 1h; pH=2.6 - 2.8; Product distribution / selectivity;

: 18686-82-3
2-mercapto-1,3,4-thiadiazole

: 957-68-6
7-Aminocephalosporanic acid

: 24209-43-6
7-amino-3-[2-(1,3,4)-thiadiazolyl]thiomethyl-3-cephem-4-carboxylic acid

Conditions

Conditions	Yield
With boron trifluoride dimethyl carbonate complex; carbonic-acid; carbonic acid dimethyl ester at 0 - 10℃; under 2 Torr; Reagent/catalyst;	95%
With hydrogenchloride; boron trifluoride dimethyl carbonate complex In dichloromethane at 20 - 30℃; pH=3.5; Reagent/catalyst; Large scale;	93%

: 29490-19-5
2-mercapto-5-methyl-1,3,4-thiadiazole

: 957-68-6
7-Aminocephalosporanic acid

: C11H12N4O3S3*ClH

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate; acetic acid at 5 - 10℃; Temperature;	95%

: 957-68-6
7-Aminocephalosporanic acid

: 2,6-dimethyl-5-oxo-1,2,4-triazine-3-thiol

: 58909-56-1
7-amino-3-[(2,5-dihydro-6-hydroxy-2-methyl-5-oxo-1,2,4-triazine-3-mercapto)methyl]-3 cephalosporin-4-carboxylic acid

Conditions

Conditions	Yield
With titanium tetrachloride; tetrabutyl titanium; N-ethyl-N,N-diisopropylamine In dichloromethane at 5℃; for 4h;	95%

: benzothiazol-2-yl-2-(2-amino-4-thiazolyl)-2(Z)-methoxyiminoacetate

: 957-68-6
7-Aminocephalosporanic acid

: 68350-02-7
7-amino-3-[[(1-methyl-1H-tetrazol-5-yl)thio]methyl]-3-cephem-4-carboxylic acid hydrochloride

Conditions

Conditions	Yield
Stage #1: benzothiazol-2-yl-2-(2-amino-4-thiazolyl)-2(Z)-methoxyiminoacetate; 7-Aminocephalosporanic acid With boron trifluoride In acetonitrile at 5 - 50℃; for 3.5h; Large scale; Stage #2: With hydrogenchloride In water; acetonitrile at 18℃; for 1h; Large scale;	95%

: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate

: 957-68-6
7-Aminocephalosporanic acid

: 63527-52-6
cefotaxime

Conditions

Conditions	Yield
Stage #1: 7-Aminocephalosporanic acid With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 20℃; for 1h; Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In dichloromethane at 20℃; for 8h; Stage #3: With sodium hydroxide In dichloromethane; water at 15 - 20℃; pH=7.5 - 7.8;	94.4%
Stage #1: 7-Aminocephalosporanic acid With N,O-bis-(trimethylsilyl)-acetamide In DMF (N,N-dimethyl-formamide) at 20 - 25℃; Stage #2: diethylthiophosphoryl-(Z)-(2-aminothiazol-4-yl)methoxyimino acetate In DMF (N,N-dimethyl-formamide) at 20℃; for 18h;	93.5%

: 79-04-9
chloroacetyl chloride

: 957-68-6
7-Aminocephalosporanic acid

: 28240-16-6
7-chloroacetamidocephalosporanic acid

Conditions

Conditions	Yield
Stage #1: 7-Aminocephalosporanic acid With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 20℃; for 1h; Stage #2: chloroacetyl chloride With copper(I) oxide at 0 - 20℃; for 1h;	94%
With sodium hydrogencarbonate In water; acetone for 3h;	88.4%
In ethyl acetate

: 124876-25-1
S(4),5,5-trimethyldithiohydantoin

: 957-68-6
7-Aminocephalosporanic acid

: 124876-28-4
(6R,7R)-7-Amino-3-(4,4-dimethyl-5-methylsulfanyl-4H-imidazol-2-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With chlorosulfonic acid In acetonitrile at 0℃;	94%

: 79-36-7
dichloroacethyl chloride

: 957-68-6
7-Aminocephalosporanic acid

: 28307-26-8
(6R)-3-acetoxymethyl-7t-(2,2-dichloro-acetylamino)-8-oxo-(6rH)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
Stage #1: 7-Aminocephalosporanic acid With sodium hydrogencarbonate In water at 0 - 35℃; Stage #2: dichloroacethyl chloride In water at 0 - 5℃; for 0.5h; Reagent/catalyst;	93.6%

: C21H16N6O3S

: 957-68-6
7-Aminocephalosporanic acid

: 63527-52-6
cefotaxime

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at -5 - 0℃; for 1h; Temperature;	93.1%

: 87-51-4
indole-3-acetic acid

: 957-68-6
7-Aminocephalosporanic acid

: 7-((indol-3'-yl)-acetylamino)-3-acetyloxymethyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions

Conditions	Yield
With aluminum oxide for 0.0333333h; microwave irradiation;	93%

7-Aminocephalosporanic Acid Standards and Recommendations

ASSAY (HPLC) of 7-Aminocephalosporanic Acid: 95.0 - 102.0 %
IDENTITY: corresponding (IR-spectrum, HPLC)
pH: 3.0 - 5.0
OPTICAL ROTATION: +88° min
SULFATED ASH: 0.3% max
HEAVY METALS: 50ppm max
MOISTURE: 1.5% max
TRANSMITTANCE: 88.0% min (420 nm)

7-Aminocephalosporanic Acid Analytical Methods

The purity of the isolated 7-Aminocephalosporanic Acid is analysed by reverse phase C18 HPLC using a Shimadzu HPLC system (LC- 10AT, Shimadzu, Japan) equipped with a Merck C18 column (5μm, Merck, Ger- many). The mobile phase was 2﹪ Acetonitrile in 20 mM AMMONIUM ACETATE pH 5.7 at 1.2 ml/min flow rate. Sample size was 20μl. The absorbance of the eluent was monitored at 260 nm. 7-ACA from Sigma, USA, served as a standard.

7-Aminocephalosporanic Acid Specification

The 7-Aminocephalosporanic Acid, with the CAS registry number 957-68-6, is also known as 7-ACA; (6R,7S)-3-(Acetyloxymethyl)-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.It belongs to the product categories of Biochemistry;Amines;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals. This chemical's molecular formula is C₁₀H₁₂N₂O₅S and molecular weight is 259.09. Its EINECS number is 213-485-0. What's more,Its systematic name is 3-Acetoxymethylen-7-amino-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid.

Physical properties about 7-Aminocephalosporanic Acid are:(1)ACD/LogP: -1.87; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.56; (4)ACD/LogD (pH 7.4): -5.55; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 7; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.661; (13)Molar Refractivity: 62.815 cm³; (14)Molar Volume: 170.008 cm³; (15)Surface Tension: 80.2900009155273 dyne/cm; (16)Density: 1.602 g/cm³; (17)Flash Point: 292.852 °C; (18)Enthalpy of Vaporization: 92.178 kJ/mol; (19)Boiling Point: 560.619 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C;

The 7-Aminocephalosporanic Acid may cause sensitization by inhalation and skin contact.It is harmful by inhalation, in contact with skin and if swallowed,irritating to eyes, respiratory system and skin.When you use it,do not breathe dust,
avoid contact with skin and eyes,wear suitable protective clothing and gloves.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C2N1/C(=C(\CS[C@@H]1[C@@H]2N)COC(=O)C)C(=O)O;
(2)Std. InChI:InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1;
(3)Std. InChIKey:HSHGZXNAXBPPDL-HZGVNTEJSA-N.

Product Name

7-Aminocephalosporanic acid

Synthetic route

7-Aminocephalosporanic Acid Standards and Recommendations

7-Aminocephalosporanic Acid Analytical Methods

7-Aminocephalosporanic Acid Specification

Related Products

Hot Products