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CAS No.: | 120709-09-3 |
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Name: | (6R,7R)-7-Amino-8-oxo-3-(1-propenyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid |
Molecular Structure: | |
Formula: | C10H12N2O3 S |
Molecular Weight: | 240.283 |
Synonyms: | 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-8-oxo-3-(1-propenyl)-, (6R,7R)- (9CI);7 APCA; |
EINECS: | 601-733-4 |
Density: | 1.5 g/cm3 |
Boiling Point: | 539.275 °C at 760 mmHg |
Flash Point: | 279.944 °C |
PSA: | 108.93000 |
LogP: | 0.78180 |
acetaldehyde
7-Aminocephalosporanic acid
(6R,7R)-7-amino-3-(propen-1-yl)-3-cephem-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: 7-Aminocephalosporanic acid With pyridine; 1,1,1,3,3,3-hexamethyl-disilazane In benzene for 2h; Inert atmosphere; Reflux; Stage #2: With trimethylsilyl iodide In benzene at 0℃; for 1h; Stage #3: acetaldehyde Reagent/catalyst; Further stages; | 84.24% |
(6R,7R)-7-amino-3-(propen-1-yl)-3-cephem-4-carboxylic acid
D-2-p-hydroxyphenylglycine methyl ester
7-[2-amino-2-(4-hydroxyphenyl)acetamido]-3-(propen-1-yl)-3-cephem-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: (7R,8R)-7-amino-3-[propen-1-yl]-3-cephem-4-carboxylic acid With penicillin acylase at 30 - 35℃; for 0.5h; pH=7; Enzymatic reaction; Stage #2: D-2-p-hydroxyphenylglycine methyl ester With sodium lauryl sulfate In 1,4-dioxane at 30 - 35℃; for 2h; Reagent/catalyst; | 97.74% |
(6R,7R)-7-amino-3-(propen-1-yl)-3-cephem-4-carboxylic acid
A
cefprozil
B
E-cefprozil
Conditions | Yield |
---|---|
Stage #1: (7R,8R)-7-amino-3-[propen-1-yl]-3-cephem-4-carboxylic acid; ((R)-(2-ethoxycarbonyl-1-methyl-vinylamino)-(4-hydroxyphenyl)-acetyloxy)-(triphenyl)phosphonium chloride With triethylamine In dichloromethane; water at -40 - 0℃; for 3h; Stage #2: With hydrogenchloride In dichloromethane; water for 1h; Stage #3: With sodium hydroxide In dichloromethane; water at 0℃; for 2h; pH=3.2; | |
Stage #1: (7R,8R)-7-amino-3-[propen-1-yl]-3-cephem-4-carboxylic acid; ((R)-(2-ethoxycarbonyl-1-methyl-vinylamino)-(4-hydroxyphenyl)-acetyloxy)-(triphenyl)phosphonium chloride With triethylamine In ISOPROPYLAMIDE; water at -40 - 0℃; for 3h; Stage #2: With hydrogenchloride In ISOPROPYLAMIDE; water for 1h; Stage #3: With sodium hydroxide In ISOPROPYLAMIDE; water at 0℃; for 2h; pH=3.2; |
(6R,7R)-7-amino-3-(propen-1-yl)-3-cephem-4-carboxylic acid
A
cefprozil
B
E-cefprozil
Conditions | Yield |
---|---|
Stage #1: potassium (R)-(2-ethoxycarbonyl-1-methyl-vinylamino)-(4-hydroxyphenyl)-acetate With pyridine; pivaloyl chloride In DMF (N,N-dimethyl-formamide); dichloromethane at -30℃; for 2h; Stage #2: (7R,8R)-7-amino-3-[propen-1-yl]-3-cephem-4-carboxylic acid With triethylamine In DMF (N,N-dimethyl-formamide); dichloromethane; water at -40 - 0℃; for 3h; |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3h; |
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Product Name: 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-8-oxo-3-(1-propen-1-yl)-, (6R,7R)-
Systematic of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-8-oxo-3-(1-propen-1-yl)-, (6R,7R)- (CAS NO.120709-09-3): (6R,7R)-7-Amino-8-oxo-3-(1-propenyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid ; 7-APRA
CAS NO: 120709-09-3
Molecular Formula of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-8-oxo-3-(1-propen-1-yl)-, (6R,7R)- (CAS NO.120709-09-3): C10H12N2O3S
Molecular Weight: 240.2789
Molecular Structure:
H bond acceptors: 5
H bond donors: 3
Freely Rotating Bonds: 3
Polar Surface Area: 108.93 Å2
Index of Refraction: 1.685
Molar Refractivity: 60.867 cm3
Molar Volume: 160.139 cm3
Surface Tension: 74.83 dyne/cm
Density of 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-8-oxo-3-(1-propen-1-yl)-, (6R,7R)- (CAS NO.120709-09-3): 1.5 g/cm3
Flash Point: 279.944 °C
Enthalpy of Vaporization: 89.317 kJ/mol
Boiling Point: 539.275 °C at 760 mmHg