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| CAS No.: | 79349-82-9 |
|---|---|
| Name: | 7-AVCA |
| Article Data: | 6 |
| Molecular Structure: | |
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| Formula: | C9H10N2O3S |
| Molecular Weight: | 226.256 |
| Synonyms: | 5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-3-ethenyl-8-oxo-, (6R-trans)-;(6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid;7-Amino-3-vinyl-3-cephem-4-carboxylic acid; |
| EINECS: | 1592732-453-0 |
| Density: | 1.55 g/cm3 |
| Melting Point: | 215-220oC |
| Boiling Point: | 540.7 °C at 760 mmHg |
| Flash Point: | 280.8 °C |
| Appearance: | White or yellowish crystalline powder |
| PSA: | 108.93000 |
| LogP: | 0.39170 |
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- 97730-31-9(S)-4'-(2-Methylbutyl)Biphenyl-4-Carbonitrile
- 1779-49-3
Methyltriphenylphosphonium bromide
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetonitrile at 25℃; for 1.5h; pH=7 - 9; Temperature; Reagent/catalyst; Solvent; | 96.1% |
- 33748-00-4
7-(phenylacetamido)-3-vinylcephem-4-carboxylic acid
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With acetic acid In phenol at 35℃; for 6h; Temperature; Reagent/catalyst; | 93.8% |
| With sodium carbonate; penicillin G amidase In water at 29 - 33℃; pH=8; Large scale reaction; Enzymatic reaction; | 5.36 kg |
| With penicillin acylase; sodium hydroxide at 30 - 32℃; pH=6.8 - 7.5; Reagent/catalyst; Temperature; Enzymatic reaction; |
- 119608-90-1
7-(phenylacetyl)amino-3-vinyl-4-cephalosporanic acid p-methoxybenzyl ester
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With SO42-/SnO2-ZnO4 In acetonitrile at 50℃; for 1h; Solvent; Reagent/catalyst; | 82% |
| With phosphoric acid; phenol at 40 - 50℃; Reagent/catalyst; | 22.8 g |
- 64308-63-0
(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: nitric acid; sodium bromide / acetone / 3 h / 40 °C 2: potassium carbonate; sodium hydroxide / 2 h / 0 - 10 °C 3: methanol / 1 h / Reflux 4: acetic acid / phenol / 6 h / 35 °C View Scheme |
- 104146-10-3
(6R,7R)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: sodium iodide; triphenylphosphine; sodium hydroxide / dichloromethane; acetone; water / 10.5 h / 20 °C / pH 7-9 2: phosphoric acid; phenol / 2 h / 40 - 50 °C 3: penicillin acylase; sodium hydroxide / 30 - 32 °C / pH 6.8 - 7.5 / Enzymatic reaction View Scheme |
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| Stage #1: C5H3N3O2S; (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid at 0 - 32℃; for 1h; Stage #2: With sulfuric acid In water at 20 - 25℃; for 0.5h; pH=5; Temperature; | 98% |
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With sodium hydrogensulfite; triethylamine In tetrahydrofuran; water at 10 - 15℃; for 5h; | 96.1% |
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic 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
- 1026528-98-2
(6R,7R)-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-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
| Conditions | Yield |
|---|---|
| With pyridine; trichlorophosphate Substitution; | 96% |
- 104797-47-9
S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 91832-40-5
cefdinir
| Conditions | Yield |
|---|---|
| Stage #1: S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate; (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid With triethylamine In tetrahydrofuran at 20 - 23℃; for 5h; Stage #2: With hydrogenchloride; methoxybenzene In tetrahydrofuran; dichloromethane at -25 - -20℃; for 1.5h; | 88.6% |
| Stage #1: S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate; (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid With triethylamine In tetrahydrofuran; water at 20℃; for 4 - 6h; Stage #2: With potassium carbonate In water at 20℃; for 0.5 - 0.75h; pH=8.0 - 8.2; Stage #3: With sulfuric acid In water pH=2 - 2.5; | |
| Stage #1: S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate; (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid In tetrahydrofuran for 0.166667h; Stage #2: With water; triethylamine In tetrahydrofuran; dichloromethane at 15 - 25℃; for 3 - 4h; Stage #3: With sulfuric acid; water In tetrahydrofuran; dichloromethane at 35 - 40℃; for 2h; pH=2.4 - 2.5; |
- 79349-82-9
(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
- 143183-03-3
S-(2-benzothiazolyl) 2-(2-aminothiazol-4-yl)-2(Z)-trityloxyiminothioacetate
- 91832-40-5
cefdinir
| Conditions | Yield |
|---|---|
| Stage #1: (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid; S-(2-benzothiazolyl) 2-(2-aminothiazol-4-yl)-2(Z)-trityloxyiminothioacetate With triethylamine In N,N-dimethyl acetamide at 15 - 20℃; for 4h; Stage #2: With hydrogenchloride; methoxybenzene In dichloromethane; N,N-dimethyl acetamide at -15 - -10℃; for 2h; | 85.8% |
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Chemistry
7-AVCA(79349-82-9) is a compound which also can be called for (6R-Trans)-7-amino-8-oxo-3-ethenyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-AMINO-3-VINYLCEPHALOSPORANIC ACID;(6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid.
Routine cases,its chemical formula is C9H10N2O3S, and can be observed as white or class white crystalline. Product Categories of 7-AVCA(79349-82-9) is Organic acids,and the structure of 7-AVCA(79349-82-9) is:
Uses
7-AVCA(79349-82-9) can be used for cefdinir Intermediate.