79349-82-9

Basic information

• Product Name: 7-AVCA
• Synonyms: (6R,7R)-7-AMino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-AVCA/(6R,7R)-7-AMino-8-oxo-3-vinyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;(6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;7-AVCA;7-AMINO 3-VINYL-3-CEPHEM-4-CARBOXYLIC ACID;7-AMINO-3-VINYL-3-CEPHEM-4-CARBOXYLIC ACID(7-AVCA);7-AMINO-3-VINYLCEPHALOSPORANIC ACID;(6R-Trans)-7-amino-8-oxo-3-ethenyl-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
• CAS NO: 79349-82-9
• Molecular Formula: C₉H₁₀N₂O₃S
• Molecular Weight: 226.25
• EINECS: 1592732-453-0
• Product Categories: Organic acids;Amines;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 79349-82-9.mol
• Article Data: 6

Chemical Properties

• Melting Point: 215-220°C
• Boiling Point: 540.7 °C at 760 mmHg
• Flash Point: 280.8 °C
• Appearance: /
• Density: 1.55 g/cm³
• Vapor Pressure: 4.01E-13mmHg at 25°C
• Refractive Index: 1.696
• Storage Temp.: -20?C Freezer
• Solubility: Aqueous Base (Slightly), DMSO (Slightly)
• PKA: 2.73±0.50(Predicted)
• CAS DataBase Reference: 7-AVCA(CAS DataBase Reference)
• NIST Chemistry Reference: 7-AVCA(79349-82-9)
• EPA Substance Registry System: 7-AVCA(79349-82-9)

Safety Data

• Hazardous Substances Data: 79349-82-9(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

A key intermediate in the manufacturing of Cephalosporin compounds.

InChI:InChI=1/C9H10N2O3S/c1-2-4-3-15-8-5(10)7(12)11(8)6(4)9(13)14/h2,5,8H,1,3,10H2,(H,13,14)/t5-,8-/m1/s1

Synthetic route

C8H8N2O4S + Methyltriphenylphosphonium bromide (1779-49-3) → (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9)

Conditions	Yield
With potassium carbonate In acetonitrile at 25℃; for 1.5h; pH=7 - 9; Temperature; Reagent/catalyst; Solvent;	96.1%

7-(phenylacetamido)-3-vinylcephem-4-carboxylic acid (33748-00-4) → (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9)

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;

7-(phenylacetyl)amino-3-vinyl-4-cephalosporanic acid p-methoxybenzyl ester (119608-90-1) → (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9)

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

(6R,7R)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate (64308-63-0) → (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9)

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

(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 (104146-10-3) → (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9)

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

C5H3N3O2S + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → cefdinir

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%

C16H14N4O4S3 + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → cefixime

Conditions	Yield
With sodium hydrogensulfite; triethylamine In tetrahydrofuran; water at 10 - 15℃; for 5h;	96.1%

(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) + {(Z)-3-[4-Benzhydryloxy-5-(4-methoxy-benzyloxy)-1-oxy-pyridin-2-yl]-isoxazol-5-ylmethoxyimino}-[2-(trityl-amino)-thiazol-4-yl]-acetic acid (159048-31-4) → (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 (1026528-98-2)

Conditions	Yield
With pyridine; trichlorophosphate Substitution;	96%

S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate (104797-47-9) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → cefdinir (91832-40-5)

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;

(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) + S-(2-benzothiazolyl) 2-(2-aminothiazol-4-yl)-2(Z)-trityloxyiminothioacetate (143183-03-3) → cefdinir (91832-40-5)

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%

acetic acid tert-butyl ester (540-88-5) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → C13H18N2O3S

Conditions	Yield
With boron trifluoride diethyl etherate at 20℃; for 6h; Reagent/catalyst; Cooling with ice;	77.7%

C16H21N3O7 + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → C21H26N4O7S

Conditions	Yield
With triethylamine In water; N,N-dimethyl-formamide at 20℃; Cooling;	25%

(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) + 2-(2-tritylaminothiazol-4-yl)-2-(Z)-trityloxyiminoacetic acid (69689-81-2) → 7β-[(E)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetamido]-3-vinylcephem-4-carboxylic acid

Conditions	Yield
Stage #1: 2-(2-tritylaminothiazol-4-yl)-2-(Z)-trityloxyiminoacetic acid With phosphorus pentachloride In dichloromethane at -15 - -10℃; for 0.5h; Stage #2: (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid With N-Trimethylsilylacetamide In dichloromethane at 25 - 27℃; for 10h; Stage #3: With water; trifluoroacetic acid at 12 - 15℃; for 4h; Further stages.;	8.6%

N,N'-bis(trimethylsilyl)urea (18297-63-7) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → C12H18N2O3SSi

Conditions	Yield
In N,N-dimethyl-formamide Ambient temperature;

cyclohexanone (108-94-1) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → (6R,7R)-7-Cyclohexylideneamino-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions	Yield
With hydrogen bromide In acetonitrile at 0℃; Yield given;

acetone (67-64-1) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → (6R,7R)-7-Isopropylideneamino-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions	Yield
With hydrogenchloride In acetic acid at 0℃; for 0.5h; Yield given;

S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate (104797-47-9) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → C16H15N5O6S2 (127770-93-8)

Conditions	Yield
With triethylamine In tetrahydrofuran; water at 15 - 20℃; for 6h;

2-mercapto-5-methyl-1,3,4-thiadiazolyl-(Z)-2-(2-amino-4-thiazolyl)-2-acetyloxyiminoacetate + triethylamine (121-44-8) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → C16H15N5O6S2*C6H15N

Conditions	Yield
In tetrahydrofuran; water at 18 - 20℃; for 5h;

(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) + N-Trimethylsilylacetamide (13435-12-6) → C15H26N2O3SSi2

Conditions	Yield
With N,N-dimethyl acetamide at 25 - 30℃; for 0.5h;

(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → 7-[(2-aminothiazol-4-yl)acetamido]-3-vinyl-3-cephem-4-carboxylic acid (79350-10-0)

Conditions	Yield
Multi-step reaction with 4 steps 1: dimethylformamide / Ambient temperature 2: pyridine; dimethylformamide / 0.5 h / -10 - -5 °C 3: dimethylformamide; CH2Cl2; H2O; pyridine / 15 h 4: 98percent formic acid / 2 h / Ambient temperature View Scheme

(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → (6R,7R)-8-Oxo-7-{2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions	Yield
Multi-step reaction with 3 steps 1: dimethylformamide / Ambient temperature 2: pyridine; dimethylformamide / 0.5 h / -10 - -5 °C 3: dimethylformamide; CH2Cl2; H2O; pyridine / 15 h View Scheme

(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → C36H36N4O4S2Si

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethylformamide / Ambient temperature 2: pyridine; dimethylformamide / 0.5 h / -10 - -5 °C View Scheme

2-(Z)-(2-aminothiazol-4-yl)-2-hydroxyiminoacetic acid chloride/hydrochloride + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → cefdinir (91832-40-5)

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 0 - 20℃; for 3.5h;

N,O-bis-(trimethylsilyl)-acetamide (10416-59-8) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → C15H26N2O3SSi2

Conditions	Yield
In dichloromethane at 10 - 25℃; for 1h;

C15H12N4O4S3 + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → 7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid (88621-01-6)

Conditions	Yield
With triethylamine In water at 30 - 35℃; for 2h; Product distribution / selectivity;

Reaxys ID: 11333654 + Reaxys ID: 11711592 + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → Reaxys ID: 12035860

2-mercapto-1,3-benzothiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-(methoxycarbonyl)-methoxyimino acetate + triethylamine (121-44-8) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → 7-[2-(2-amino-4-thiazolyl)-2-(methoxycarbonylmethoxyimino)acetamido]-3-vinyl-3-cephem-4-carboxylic acid triethylamine salt

Conditions	Yield
In tetrahydrofuran; water at 4℃; for 6h;

S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate (104797-47-9) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → Cefdinir potassium (91832-41-6)

Conditions	Yield
Stage #1: syn-2-(2-aminothiazol-4-yl)-2-(methylcarbonyloxyimino)acetic acid mercaptobenzothiazolyl ester; (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid In tetrahydrofuran; water at 15 - 20℃; pH=8.0 - 8.2; Stage #2: With water; potassium carbonate; ammonium chloride at 5 - 25℃; pH=8.0 - 8.2; Product distribution / selectivity;

(6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → 7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetimido]-3-vinyl-3-cephem-4-carboxylic acid cesium salt (935873-94-2)

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 With triethylamine In tetrahydrofuran; water at 15 - 20℃; pH=8.0 - 8.2; Stage #2: With ammonium chloride; caesium carbonate In water at 20 - 25℃; pH=7.8 - 8.2; Product distribution / selectivity;

S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate (104797-47-9) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → 7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetimido]-3-vinyl-3-cephem-4-carboxylic acid cesium salt (935873-94-2)

Conditions

Yield

Stage #1: syn-2-(2-aminothiazol-4-yl)-2-(methylcarbonyloxyimino)acetic acid mercaptobenzothiazolyl ester; (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; dichloromethane; water at 15 - 25℃; for 0.5h; pH=~ 8.0 - 8.2; Stage #2: With water; ammonium chloride; caesium carbonate at 20 - 25℃; pH=7.8 - 8.2; Product distribution / selectivity;

S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate (104797-47-9) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → potassium 7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxylminoacetimido]-3-vinyl-3-cephem-4-carboxylate (91832-41-6)

Conditions

Yield

Stage #1: syn-2-(2-aminothiazol-4-yl)-2-(methylcarbonyloxyimino)acetic acid mercaptobenzothiazolyl ester; (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; dichloromethane; water at 15 - 25℃; for 0.5h; pH=~ 8.0 - 8.2; Stage #2: With water; potassium carbonate; ammonium chloride at 20 - 25℃; pH=8.0 - 8.2; Product distribution / selectivity;

C7H7Cl2NO5 + thiourea (17356-08-0) + (6R,7R)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid (79349-82-9) → 7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid (88621-01-6)

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 With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 20℃; for 4h; Stage #2: C7H7Cl2NO5 In dichloromethane at -10℃; for 1.5h; Stage #3: thiourea With sodium hydrogencarbonate In dichloromethane; water at 20℃; for 2h; pH=5.5; Product distribution / selectivity;

Upstream product

• 1779-49-3 Methyltriphenylphosphonium bromide 
• 119608-90-1 7-(phenylacetyl)amino-3-vinyl-4-cephalosporanic acid p-methoxybenzyl ester 
• 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 
• 33748-00-4 7-(phenylacetamido)-3-vinylcephem-4-carboxylic acid 
• 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 

Downstream Products

• 88621-01-6 7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid 
• 178601-88-2 cefdinir 
• 91832-40-5 cefdinir 
• 79350-10-0 7-[(2-aminothiazol-4-yl)acetamido]-3-vinyl-3-cephem-4-carboxylic acid 
• 178601-88-2 7β-[(E)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetamido]-3-vinylcephem-4-carboxylic 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 
• 865411-26-3 N,N'-dicyclohexylethane-1,2-diamine salt of 7β-[2-(2-amino-4-thiazolyl)-2-((Z)-hydroxyimino)acetamido]-3-vinyl-3-cephem-4-carboxylic acid 

Relevant articles and documents

One-step environment-friendly preparation method of 7-amino-3-vinyl cephalosporanic acid

The invention discloses a one-step environment-friendly preparation method of 7-amino-3-vinyl cephalosporanic acid. The method comprises the following steps: A, uniformly mixing an aprotic organic solvent with water, adding D-7-ACA and an alkaline agent A, dissolving, and adding pyridine chlorochromate or Desmatin iodine pyrane; B, adding methyltriphenylphosphonium bromide into an aprotic organicsolvent, dissolving, adding the reaction solution obtained in the previous step, slowly dropwise adding an alkaline agent B, and reacting to obtain a solution containing a target product salt; and C,adjusting the pH value of the reaction system to 3.5-4.5, separating out a solid, filtering, washing and drying to obtain the product. The researched and developed preparation process has the technical advantages of environmental friendliness, high atom utilization rate, few byproducts, high production efficiency, low production cost and the like.

A 7 - amino - 3 - vinyl - 4 - cephalosporanic acid preparation method (by machine translation)

The invention discloses a 7 - amino - 3 - vinyl - 4 - cephalosporanic acid preparation method, in order to 7 - phenylacetylamino - 3 - vinyl - 4 - cephalosporanic acid-methoxybenzyl ester as the raw material, to solid super strong acid as catalyst, in the alkyl halide, acetate and acetonitrile in the mixed solvent, in the 0 - 50 °C reaction at a temperature of 1 - 10 hours, the reaction is cooled down to the room temperature after treatment to obtain yellow solid, to obtain the target product, solid super strong acid as transition metal modified tin series solid super strong acid; alkyl halide is carbon atom number 1 - 10 of the chlorine; b ester as CH3 COOR, wherein R is a carbon atom number 1 - 10 alkane. This invention adopts the heterogeneous catalysis in a one-pot reaction technology, the use of high activity of the solid acid catalyst for the preparation of 7 - amino - 3 - vinyl - 4 - cephalosporanic acid, this technology is easy to operate, does not corrode the apparatus, three wastes, after treatment is convenient, solid acid can be used repeatedly, is an economic and practical and environmental protection. (by machine translation)

A method for synthesizing spore parent nucleus antibiotiki head

The invention belongs to the technical field of synthesis of cephalosporin intermediates and in particular relates to a synthesis method of antibiotic cephalosporin mother nucleus. The synthesis method of the antibiotic cephalosporin mother nucleus comprises the following steps: (1) preparing a reaction liquid I; (2) preparing a reaction liquid II; (3) preparing a compound GVNA; and (4) preparing AVNA. The synthesis method of the antibiotic cephalosporin mother nucleus has the advantages that production cost is low, reaction time is short, recovery rate of the organic solvent is high, secondary utilization is facilitated, and product yield is high.