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Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality 7-Avca supplier in China

Cas:79349-82-9

Min.Order:0 Metric Ton

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Type:Manufacturers

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EAST CHEMSOURCES LIMITED

7-AVCA English name: 7-AVCA Chemical name: (6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Category involved: Intermediates Struct

7-AVCA

Cas:79349-82-9

Min.Order:1 Kilogram

FOB Price: $2.0 / 3.0

Type:Manufacturers

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Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

7-AVCA Manufacturer/High quality/Best price/In stock

Cas:79349-82-9

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developm

7-Amino-3-vinyl-3-cephem-4-carboxylic acid CAS NO.79349-82-9

Cas:79349-82-9

Min.Order:1 Kilogram

FOB Price: $1.0 / 3.0

Type:Trading Company

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Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

7-Amino-3-vinyl-3-cephem-4-carboxylic acid

Cas:79349-82-9

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Leader Biochemical Group

About Product Details

China Biggest factory Supply High Quality 7-AVCA/7-amino-3-vinyl-3-cephalocyph-4-carboxylic acid CAS 79349-82-9

Cas:79349-82-9

Min.Order:1 Kilogram

FOB Price: $1.0 / 5.0

Type:Lab/Research institutions

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Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

7-AVCA

Cas:79349-82-9

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

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Henan Tianfu Chemical Co., Ltd.

TIANFUCHEM--79349-82-9--High purity 7-AVCA factory price Our company was built in 2009 with an ISO certificate.In the past 10 years, we have grown up as a famous fine chemicals supplier in China And we had established stable business re

TIANFUCHEM--79349-82-9--High purity 7-AVCA factory price

Cas:79349-82-9

Min.Order:1 Metric Ton

FOB Price: $2000.0

Type:Lab/Research institutions

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

New production CAS 79349-82-9 with best quality

Cas:79349-82-9

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:white or off-white powder Storage:Store in sealed containers

Professional Supplier 7-AVCA 79349-82-9

Cas:79349-82-9

Min.Order:100 Gram

Negotiable

Type:Other

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Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-3-ethenyl-8-oxo-, (6R,7R)- 79349-82-9

Cas:79349-82-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

7-AVCA 99%

Cas:79349-82-9

Min.Order:1 Kilogram

FOB Price: $85.0 / 98.0

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

7-AVCA CAS79349-82-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic intermediates, ster

7-AVCA CAS79349-82-9

Cas:79349-82-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

5-Thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylicacid, 7-amino-3-ethenyl-8-oxo-, (6R,7R)-

Cas:79349-82-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Lonwin Chemical Group Limited

7-AVCA CAS: 79349-82-9 Specification English name: 7-AVCA Chemical name: (6R,7R)-7-Amino-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid Category involved: Intermediates

Factory supply 7-AVCA

Cas:79349-82-9

Min.Order:1 Kilogram

Negotiable

Type:Other

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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

7-AVCA

Cas:79349-82-9

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

7-AVCA

Cas:79349-82-9

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

7-Amino-3-vinyl-3-cephem-4-carboxylic acid(7-AVCA)

Cas:79349-82-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter

7-AMINO-3-VINYL-3-CEPHEM-4-CARBOXYLIC ACID

Cas:79349-82-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

7-AMINO-3-VINYLCEPHALOSPORANIC ACID

Cas:79349-82-9

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

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Hangzhou Fonlynn Health Technology Co., Ltd.

Packing: According to customer requirements Delivery time: In stock or depands Port of shipment: Ningbo/Shanghai/Qingdao OEM/ODM:Welcome Sample:We can offer our existing samples at once Transportation:Express/Sea/Air Port:Ningbo/Shanghai/Qingd

7-Amino-3-vinyl-3-cephem-4-carboxylic acid

Cas:79349-82-9

Min.Order:0

Negotiable

Type:Trading Company

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Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

7-Amino-3-vinyl-3-cephem-4-carboxylic acid

Cas:79349-82-9

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

7-AVCA

Cas:79349-82-9

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

Hebei Kunsui Technology Co., Ltd.

1. A strong scientific research team . 2. Stable quality (with a complete scientific research center and testing center to ensure the quality stability of each batch of products). 3. Rich export experience (with practical experience in exporting to m

Organic Intermediate 7-Amino-3-vinyl-3-cephem-4-carboxylic Acid Powder CAS 79349-82-9

Cas:79349-82-9

Min.Order:1 Kilogram

FOB Price: $8.2 / 8.8

Type:Trading Company

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:White Solid Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:as per your request Application:Used as Pharmaceutical Intermediates, etc. Transpor

7-AMINO-3-VINYL-3-CEPHEM-4-CARBOXYLIC ACID 79349-82-9

Cas:79349-82-9

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Hangzhou Huarong Pharm Co., Ltd.

Huarong Industrial Group Limited established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World.

7-AVCA

Cas:79349-82-9

Min.Order:1 Gram

FOB Price: $1.0 / 2.0

Type:Trading Company

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

7-AVCA Manufacturer Manufacturer/High quality/Best price/In stock

Cas:79349-82-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Wentao Chemical Product Co., Ltd.

We are leading fine chemicals supplier in China with ISO certificate, Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED

7-AVCACAS NO.: 79349-82-9

Cas:79349-82-9

Min.Order:1 Gram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

Top Purity 7-AVCA

Cas:79349-82-9

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

C8H8N2O4S

C8H8N2O4S

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
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

7-(phenylacetamido)-3-vinylcephem-4-carboxylic acid

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
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

7-(phenylacetyl)amino-3-vinyl-4-cephalosporanic acid p-methoxybenzyl ester

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
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)-benzhydryl 3-(chloromethyl)-8-oxo-7-(2-phenylacetamido)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
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)-3-Chloromethyl-8-oxo-7-phenylacetylamino-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 4-methoxy-benzyl ester

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
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

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

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

cefdinir

cefdinir

Conditions
ConditionsYield
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

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

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

cefixime

cefixime

Conditions
ConditionsYield
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

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

{(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

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

(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

(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
ConditionsYield
With pyridine; trichlorophosphate Substitution;96%
S-2-benzothiazolyl (Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-methoxyimino thioacetate
104797-47-9

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
79349-82-9

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

cefdinir
91832-40-5

cefdinir

Conditions
ConditionsYield
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

(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
143183-03-3

S-(2-benzothiazolyl) 2-(2-aminothiazol-4-yl)-2(Z)-trityloxyiminothioacetate

cefdinir
91832-40-5

cefdinir

Conditions
ConditionsYield
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

acetic acid tert-butyl ester

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C13H18N2O3S

C13H18N2O3S

Conditions
ConditionsYield
With boron trifluoride diethyl etherate at 20℃; for 6h; Reagent/catalyst; Cooling with ice;77.7%
C16H21N3O7

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

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

C21H26N4O7S

C21H26N4O7S

Conditions
ConditionsYield
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

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

2-(2-tritylaminothiazol-4-yl)-2-(Z)-trityloxyiminoacetic acid
69689-81-2

2-(2-tritylaminothiazol-4-yl)-2-(Z)-trityloxyiminoacetic acid

7β-[(E)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetamido]-3-vinylcephem-4-carboxylic acid

7β-[(E)-2-(2-amino-4-thiazolyl)-2-(hydroxyimino)acetamido]-3-vinylcephem-4-carboxylic acid

Conditions
ConditionsYield
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

N,N'-bis(trimethylsilyl)urea

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C12H18N2O3SSi

C12H18N2O3SSi

Conditions
ConditionsYield
In N,N-dimethyl-formamide Ambient temperature;
cyclohexanone
108-94-1

cyclohexanone

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-Cyclohexylideneamino-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-Cyclohexylideneamino-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
With hydrogen bromide In acetonitrile at 0℃; Yield given;
acetone
67-64-1

acetone

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-Isopropylideneamino-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(6R,7R)-7-Isopropylideneamino-8-oxo-3-vinyl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

Conditions
ConditionsYield
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

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
79349-82-9

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

C16H15N5O6S2
127770-93-8

C16H15N5O6S2

Conditions
ConditionsYield
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

2-mercapto-5-methyl-1,3,4-thiadiazolyl-(Z)-2-(2-amino-4-thiazolyl)-2-acetyloxyiminoacetate

triethylamine
121-44-8

triethylamine

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C16H15N5O6S2*C6H15N

C16H15N5O6S2*C6H15N

Conditions
ConditionsYield
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

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

N-Trimethylsilylacetamide
13435-12-6

N-Trimethylsilylacetamide

C15H26N2O3SSi2

C15H26N2O3SSi2

Conditions
ConditionsYield
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

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

7-[(2-aminothiazol-4-yl)acetamido]-3-vinyl-3-cephem-4-carboxylic acid
79350-10-0

7-[(2-aminothiazol-4-yl)acetamido]-3-vinyl-3-cephem-4-carboxylic acid

Conditions
ConditionsYield
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)-7-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(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

(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
ConditionsYield
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

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

C36H36N4O4S2Si

C36H36N4O4S2Si

Conditions
ConditionsYield
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

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

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

cefdinir
91832-40-5

cefdinir

Conditions
ConditionsYield
With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 0 - 20℃; for 3.5h;
N,O-bis-(trimethylsilyl)-acetamide
10416-59-8

N,O-bis-(trimethylsilyl)-acetamide

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

C15H26N2O3SSi2

C15H26N2O3SSi2

Conditions
ConditionsYield
In dichloromethane at 10 - 25℃; for 1h;
C15H12N4O4S3

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

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

7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid
88621-01-6

7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid

Conditions
ConditionsYield
With triethylamine In water at 30 - 35℃; for 2h; Product distribution / selectivity;
Reaxys ID: 11333654

Reaxys ID: 11333654

Reaxys ID: 11711592

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

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

Reaxys ID: 12035860

Reaxys ID: 12035860

2-mercapto-1,3-benzothiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-(methoxycarbonyl)-methoxyimino acetate

2-mercapto-1,3-benzothiazolyl-(Z)-2-(2-aminothiazol-4-yl)-2-(methoxycarbonyl)-methoxyimino acetate

triethylamine
121-44-8

triethylamine

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

7-[2-(2-amino-4-thiazolyl)-2-(methoxycarbonylmethoxyimino)acetamido]-3-vinyl-3-cephem-4-carboxylic acid triethylamine salt

7-[2-(2-amino-4-thiazolyl)-2-(methoxycarbonylmethoxyimino)acetamido]-3-vinyl-3-cephem-4-carboxylic acid triethylamine salt

Conditions
ConditionsYield
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

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
79349-82-9

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

Cefdinir potassium
91832-41-6

Cefdinir potassium

Conditions
ConditionsYield
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

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

7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetimido]-3-vinyl-3-cephem-4-carboxylic acid cesium salt
935873-94-2

7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetimido]-3-vinyl-3-cephem-4-carboxylic acid cesium salt

Conditions
ConditionsYield
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

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
79349-82-9

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

7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetimido]-3-vinyl-3-cephem-4-carboxylic acid cesium salt
935873-94-2

7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetimido]-3-vinyl-3-cephem-4-carboxylic acid cesium salt

Conditions
ConditionsYield
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

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
79349-82-9

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

potassium 7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxylminoacetimido]-3-vinyl-3-cephem-4-carboxylate
91832-41-6

potassium 7-(Z)-[2-(2-aminothiazol-4-yl)-2-hydroxylminoacetimido]-3-vinyl-3-cephem-4-carboxylate

Conditions
ConditionsYield
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

C7H7Cl2NO5

thiourea
17356-08-0

thiourea

(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-amino-3-vinyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid

7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid
88621-01-6

7-{2-[(2-aminothiazol)-4-yl]-2-[(Z)(methoxycarbonyl)methoxyimino]acetamido}-3-vinyl-ceph-3-em-4-carboxylic acid

Conditions
ConditionsYield
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;

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