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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 |
EINECS | 601-733-4 |
| CAS No. | 120709-09-3 | Density | 1.5 g/cm3 |
| PSA | 108.93000 | LogP | 0.78180 |
| Solubility | N/A | Melting Point |
N/A |
| Formula | C10H12N2O3 S | Boiling Point | 539.275 °C at 760 mmHg |
| Molecular Weight | 240.283 | Flash Point | 279.944 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| 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; |
(6R,7R)-7-Amino-8-oxo-3-(1-propenyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Synthetic route
- 75-07-0
acetaldehyde
- 957-68-6
7-Aminocephalosporanic acid
- 120709-09-3
(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% |
- 120709-09-3
(6R,7R)-7-amino-3-(propen-1-yl)-3-cephem-4-carboxylic acid
- 37763-23-8
D-2-p-hydroxyphenylglycine methyl ester
- 92665-29-7
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% |
- 120709-09-3
(6R,7R)-7-amino-3-(propen-1-yl)-3-cephem-4-carboxylic acid
A
- 121412-77-9
cefprozil
B
- 92676-86-3
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; |
- 120709-09-3
(6R,7R)-7-amino-3-(propen-1-yl)-3-cephem-4-carboxylic acid
A
- 121412-77-9
cefprozil
B
- 92676-86-3
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; |
(6R,7R)-7-Amino-8-oxo-3-(1-propenyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Chemical Properties
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:
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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
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