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Shanghai Sutong Biotechnology Co.,Ltd

Meropenem

Cas:96036-03-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need C

Meropenem injection 0.25g/vial0.5g/vial

Cas:96036-03-2

Min.Order:1 Gram

Negotiable

Type:Manufacturers

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Wuhan Fortuna Chemical Co.,Ltd

Unique advantages of Meropenem Cas 96036-03-2 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:Yellowish crystalline powder Storage:Cool dry place Package:10g/foil bag App

Factory supply Meropenem Cas 96036-03-2 with high quality and best price

Cas:96036-03-2

Min.Order:10 Gram

Negotiable

Type:Trading Company

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EAST CHEMSOURCES LIMITED

Meropenem CAS:96036-03-2 EINECS: Molecularstructure: MolecularFormula:C17H25N3O5S Molecularweight:383.46 Meltingpoint: Assay:99% packing:intightcontainers Our Server 1. Competitive offers with standard high quality or

Meropenem

Cas:96036-03-2

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

Factory Supply Meropenem

Cas:96036-03-2

Min.Order:1

Negotiable

Type:Other

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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

High Quality 99% Meropenem 96036-03-2 ISO Producer

Cas:96036-03-2

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Shandong Jiulong Hisince Pharmaceutical Co.,Ltd.

Meropenem CAS No. : [96036-03-2] Spec : USP/JP Supply : Commercial Appearance:white Storage:cool a

High quality meropenem CAS NO.96036-03-2

Cas:96036-03-2

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

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Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality Meropenem

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch

Meropenem Manufacturer/High quality/Best price/In stock

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hebei yanxi chemical co.,LTD.

CHENGDU YANXI is a comprehensive manufacturer and an international distribution of products throughout the world. Specialized in Scrap metal, Chemical raw materials, Paper products and color industry. We aim to become leading position in global dis

Supply antinfective active pharmaceutical ingredients -Meropenem 96036-03-2

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $2.0 / 3.0

Type:Trading Company

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Hubei DiBo chemical co., LTD

Name:Meropenem The alias:MEROPENEM, USP STANDARD;MEROPENAM CAS NO:96036-03-2 EINECS NO:641-424-1 Molecular formula:C17H25N3O5S Molecular weight:383.4625 Product Quality 12 years of chemical raw materials Mature operation of the industry

Meropenem/CAS:96036-03-2/High quality

Cas:96036-03-2

Min.Order:25 Kilogram

FOB Price: $1.0 / 2.0

Type:Other

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Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

Meropenem CAS 96036-03-2

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $3.0 / 10.0

Type:Trading Company

inquiry

Henan Tianfu Chemical Co., Ltd.

TIANFUCHEM--96036-03-2--High purity Meropenem 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

TIANFUCHEM--96036-03-2--High purity Meropenem factory price

Cas:96036-03-2

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 96036-03-2 with best quality

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Items Specification Results Appearance White or off-white powder Conformed Identification Me

Meropenem USP30

Cas:96036-03-2

Min.Order:10 Kilogram

FOB Price: $1.0

Type:Other

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Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages ♦ High purity, all above 98.5%, no impurities after dissolution ♦ We will test each batch to ensure quality ♦ OEM and private brand services designed for free ♦ Various cap colors available ♦ W

Meropenem CAS96036-03-2

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $289.0 / 499.0

Type:Trading Company

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

MeropenemCAS NO.: 96036-03-2

Cas:96036-03-2

Min.Order:1 Gram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Hubei Langyou International Trading Co., Ltd

Our Adwantage: 1.We have stock so we can delivery quickly at the very day when receive the payment. 2.Best price, first class service, high successful delivery rate. A discount would be given when you make a large order. 3.High qu

Pharmaceutical Raw Material API Meropenem CAS NO.: 96036-03-2

Cas:96036-03-2

Min.Order:100 Gram

Negotiable

Type:Other

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HANWAYS CHEMPHARM CO.,LIMITED

Hanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr

Meropenem Antibiotic powder Cas: 119478-56-7 Bottom price

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $20.0 / 40.0

Type:Trading Company

inquiry

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

Meropenem 96036-03-2

Cas:96036-03-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

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 Appearance:white powder/ Refer to COA Storage:Refer to COA

Antibiotics Meropenem cas 96036-03-2 to your door directly

Cas:96036-03-2

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

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

Meropenem

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $356.0 / 398.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Meropenem CAS: 96036-03-2 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,

Meropenem CAS: 96036-03-2

Cas:96036-03-2

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

Meropenem

Cas:96036-03-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Jiutian Bio-medical Technology Co., Ltd

1,we produce and sell good chemicals around the world. 2,our success rate is about 95%. this means, if customer order is accepted, the probability that the customer will obtain the ordered substances, is 95%. 3,our staff consists of highly qualifie

Meropenem cas 96036-03-2

Cas:96036-03-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s

Meropenem

Cas:96036-03-2

Min.Order:1 Kilogram

FOB Price: $40.0 / 50.0

Type:Lab/Research institutions

inquiry

Guangdong Juda Chemical Industrial Co.,Limited

As a leading manufacturer and supplier of chemicals in China, JudaChem not only supply popular chemicals, but also JudaChem's R&D center offer custom synthesis services. JudaChem can provide different quantities of custom synt

Factory supply Meropenem Cas 96036-03-2 with high quality and best price

Cas:96036-03-2

Min.Order:10 Gram

Negotiable

Type:Trading Company

inquiry

Changchun Artel lmport and Export trade company

Product Detail Minimum Order Qty. 10 Gram

Meropenem hot sales CAS NO.96036-03-2

Cas:96036-03-2

Min.Order:10 Gram

Negotiable

Type:Trading Company

inquiry

Triumph International Development Limilted

Triumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Service 1.Own made fine chemical products 2.Out sourcing and qua

Meropenem Crude

Cas:96036-03-2

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

p-nitrobenzyl (4R,5S,6S)-3-<(3S,5S)-5-dimethylaminocarbonyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidin-3-ylthio>-6-<(1R)-1-hydroxyethyl>-4-methyl-7-oxo-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate
96036-02-1

p-nitrobenzyl (4R,5S,6S)-3-<(3S,5S)-5-dimethylaminocarbonyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidin-3-ylthio>-6-<(1R)-1-hydroxyethyl>-4-methyl-7-oxo-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With 2,6-dimethylpyridine; hydrogen In tetrahydrofuran; water at 40℃; under 13446.2 Torr; for 1.16667h; Pressure; Temperature; Reagent/catalyst;85%
With formaldehyd; sodium isooctanoate; 5%-palladium/activated carbon In water at 7℃; for 2.5h; Reagent/catalyst; Temperature;85.3%
With platinum on carbon; hydrogen; p-toluidine In tetrahydrofuran at 25℃; under 13501.4 Torr; for 0.683333h; Reagent/catalyst; Solvent; Sealed tube;84%
(1R,5R,6S)-6-[(1R)-1-hydroxymethyl]-2-diphenylphosphoryloxocarbapen-2-em-3-carboxylic acid p-nitrobenzyl ester

(1R,5R,6S)-6-[(1R)-1-hydroxymethyl]-2-diphenylphosphoryloxocarbapen-2-em-3-carboxylic acid p-nitrobenzyl ester

(2R,4S)-4-dimethylaminomercapto-2-formyl-1-p-nitrobenzyl carbonylpyrrolidine

(2R,4S)-4-dimethylaminomercapto-2-formyl-1-p-nitrobenzyl carbonylpyrrolidine

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Stage #1: (1R,5R,6S)-6-[(1R)-1-hydroxymethyl]-2-diphenylphosphoryloxocarbapen-2-em-3-carboxylic acid p-nitrobenzyl ester; (2R,4S)-4-dimethylaminomercapto-2-formyl-1-p-nitrobenzyl carbonylpyrrolidine at -5℃;
Stage #2: With 5%-palladium/activated carbon; hydrogen at 25℃; Reagent/catalyst;
44%
4-nitrobenzyl (4R,5S,6S)-3-[[(3S,5S)-5-(dimethylcarbamoyl)-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxy-ethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
141818-52-2

4-nitrobenzyl (4R,5S,6S)-3-[[(3S,5S)-5-(dimethylcarbamoyl)-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxy-ethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With 4-methyl-morpholine; hydrogen; acetic acid In water; ethyl acetate at 20 - 25℃; for 3h; pH=~ 7; Product distribution / selectivity; Aqueous buffer;
4-nitrobenzyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

4-nitrobenzyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Conditions
ConditionsYield
Stage #1: 4-nitrobenzyl (4R,5R,6S)-3-[(diphenoxyphosphoryl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at -50 - 25℃; for 1h;
Stage #2: With 4-methyl-morpholine; hydrogen; acetic acid; 5%-palladium/activated carbon In water; ethyl acetate; N,N-dimethyl-formamide at 20 - 25℃; for 3h; pH=~ 7;
(5R,6S,8R,2'S,4'S)-p-nitrobenzyl-3-[4-(1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl)pyrrolidinylthio]-4-methyl-6-(1-hydroxyethyl)-1-azabicyclo[3.2.0]-hept-2-en-7-oxo-2carboxylate

(5R,6S,8R,2'S,4'S)-p-nitrobenzyl-3-[4-(1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl)pyrrolidinylthio]-4-methyl-6-(1-hydroxyethyl)-1-azabicyclo[3.2.0]-hept-2-en-7-oxo-2carboxylate

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In tetrahydrofuran; water at 25 - 30℃; for 2 - 3h;
(4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate
93711-81-0, 90776-59-3

(4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Stage #1: (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one; water at -20 - -5℃;
Stage #2: With 4-methyl-morpholine; hydrogenchloride; 5% Pd(II)/C(eggshell); hydrogen In 1-methyl-pyrrolidin-2-one; water at 25℃; pH=6.5 - 7;
Stage #1: (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at -20 - -5℃;
Stage #2: With hydrogen; 5%-palladium/activated carbon In 1-methyl-pyrrolidin-2-one at 25℃; pH=6.5 - 7; N-methylmorpholine - hydrochloric acid - buffer;
Stage #1: (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide at 0 - 5℃; for 5h;
Stage #2: With potassium dihydrogenphosphate; zinc In water; ethyl acetate at 25 - 35℃; for 1h;
Stage #1: (4-nitrophenyl)methyl (4R,5R,6S)-3-[(diphenoxyphosphinyl)oxy]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate; (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In ISOPROPYLAMIDE at 0 - 5℃; for 5h;
Stage #2: With hydrogenchloride In water; ethyl acetate
Stage #3: With potassium dihydrogenphosphate In water; ethyl acetate at 25 - 35℃; for 1h;
C19H34N2O4SSi

C19H34N2O4SSi

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: dmap / dichloromethane / 3 h / 20 - 30 °C
2.1: dichloromethane / 3 h / 20 - 45 °C / Reflux
3.1: triethylamine; 4-toluenesulfonyl azide / dichloromethane / 2 h / 20 - 30 °C
4.1: hydrogenchloride; methanol / dichloromethane; water / 3 h / 20 - 30 °C
5.1: dichloromethane; Isopropyl acetate / 25 - 30 °C
6.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux
7.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C
8.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C
8.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer
View Scheme
C17H29N3O3Si

C17H29N3O3Si

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: dichloromethane / 3 h / 20 - 45 °C / Reflux
2.1: triethylamine; 4-toluenesulfonyl azide / dichloromethane / 2 h / 20 - 30 °C
3.1: hydrogenchloride; methanol / dichloromethane; water / 3 h / 20 - 30 °C
4.1: dichloromethane; Isopropyl acetate / 25 - 30 °C
5.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux
6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C
7.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C
7.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer
View Scheme
C23H34N2O7Si

C23H34N2O7Si

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triethylamine; 4-toluenesulfonyl azide / dichloromethane / 2 h / 20 - 30 °C
2.1: hydrogenchloride; methanol / dichloromethane; water / 3 h / 20 - 30 °C
3.1: dichloromethane; Isopropyl acetate / 25 - 30 °C
4.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux
5.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C
6.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C
6.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer
View Scheme
C23H32N4O7Si

C23H32N4O7Si

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: hydrogenchloride; methanol / dichloromethane; water / 3 h / 20 - 30 °C
2.1: dichloromethane; Isopropyl acetate / 25 - 30 °C
3.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux
4.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C
5.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C
5.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer
View Scheme
C17H18N4O7

C17H18N4O7

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: dichloromethane; Isopropyl acetate / 25 - 30 °C
2.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux
3.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C
4.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C
4.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer
View Scheme
C3H4N2*C17H18N4O7

C3H4N2*C17H18N4O7

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: zinc dibromide; rhodium (II) octanoate dimer / dichloromethane / 40 °C / Reflux
2.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -10 - 0 °C
3.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -20 - -5 °C
3.2: 25 °C / pH 6.5 - 7 / N-methylmorpholine - hydrochloric acid - buffer
View Scheme
(γR,2R,3S)-α-diazo-3-[(1R)-1-hydroxyethyl]-γ-methyl-β,4-dioxo-2-azetidinebutanoic acid (4-nitrophenyl)methyl ester
90822-24-5

(γR,2R,3S)-α-diazo-3-[(1R)-1-hydroxyethyl]-γ-methyl-β,4-dioxo-2-azetidinebutanoic acid (4-nitrophenyl)methyl ester

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: rhodium (II) octanoate dimer / dichloromethane / 7 h / Reflux
2: N-ethyl-N,N-diisopropylamine / dmap / dichloromethane / -35 °C
3: N-ethyl-N,N-diisopropylamine / dichloromethane / -35 - -30 °C
4: hydrogen; 2,6-dimethylpyridine / palladium 10% on activated carbon / water; tetrahydrofuran / 20 - 25 °C / 13501.4 Torr
View Scheme
Multi-step reaction with 4 steps
1: rhodium (II) octanoate dimer / acetone / Reflux
2: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C
3: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
4: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
4-nitrobenzyl (4R,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]-heptane-2-carboxylate
104873-15-6

4-nitrobenzyl (4R,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]-heptane-2-carboxylate

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine / dmap / dichloromethane / -35 °C
2: N-ethyl-N,N-diisopropylamine / dichloromethane / -35 - -30 °C
3: hydrogen; 2,6-dimethylpyridine / palladium 10% on activated carbon / water; tetrahydrofuran / 20 - 25 °C / 13501.4 Torr
View Scheme
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C
2: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
3: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
p-nitrobenzyl (1R,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[(bis(2,4-dichlorophenyl)phosphono)oxy]-1-methylcarbapen-2-em-3-carboxylate

p-nitrobenzyl (1R,5R,6S)-6-[(1R)-1-hydroxyethyl]-2-[(bis(2,4-dichlorophenyl)phosphono)oxy]-1-methylcarbapen-2-em-3-carboxylate

(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / dichloromethane / -35 - -30 °C
2: hydrogen; 2,6-dimethylpyridine / palladium 10% on activated carbon / water; tetrahydrofuran / 20 - 25 °C / 13501.4 Torr
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine / dichloromethane / -35 - -30 °C
2: hydrogen; 2,6-dimethylpyridine / palladium 10% on activated carbon / dichloromethane; water; tetrahydrofuran / 20 - 25 °C / 13501.4 Torr
View Scheme
(2S,4R)-4-Hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine-2-carboxylic acid
96034-57-0

(2S,4R)-4-Hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine-2-carboxylic acid

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triethylamine; isopropyl chloroformate / dichloromethane / -30 - -20 °C
2.1: triethylamine / dichloromethane / -20 °C
3.1: N,N-dimethyl-formamide / 70 - 80 °C
4.1: sodium hydroxide; water / methanol / 5 - 10 °C
4.2: pH 2
5.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
6.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium hydroxide / water / 0 - 5 °C
1.2: 0 - 5 °C
1.3: 0 - 5 °C
2.1: triethylamine; isopropyl chloroformate / dichloromethane / -30 - -20 °C
3.1: triethylamine / dichloromethane / -20 °C
4.1: N,N-dimethyl-formamide / 70 - 80 °C
5.1: sodium hydroxide; water / methanol / 5 - 10 °C
5.2: pH 2
6.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
7.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
(3S,4R)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-methyl-3-(p-nitrobenzyloxycarbonyl)-2-oxopropyl>azetidin-2-one
90822-22-3

(3S,4R)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-methyl-3-(p-nitrobenzyloxycarbonyl)-2-oxopropyl>azetidin-2-one

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: hydrogenchloride; water / ethyl acetate
2: triethylamine / ethyl acetate; toluene
3: rhodium (II) octanoate dimer / acetone / Reflux
4: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C
5: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
6: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
(2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid
93711-85-4, 97101-07-0, 113033-46-8, 120710-59-0, 120710-60-3, 90776-58-2

(2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 1,1'-carbonyldiimidazole / acetonitrile
2: hydrogenchloride; water / ethyl acetate
3: triethylamine / ethyl acetate; toluene
4: rhodium (II) octanoate dimer / acetone / Reflux
5: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C
6: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
7: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
(2S,4R)-1-p-Nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-hydroxypyrrolidine
130625-69-3

(2S,4R)-1-p-Nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-hydroxypyrrolidine

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: triethylamine / dichloromethane / -20 °C
2.1: N,N-dimethyl-formamide / 70 - 80 °C
3.1: sodium hydroxide; water / methanol / 5 - 10 °C
3.2: pH 2
4.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
5.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
4-Nitrobenzyl (2S,4S)-4-(acetylthio)-2-[(dimethylamino)carbonyl]pyrrolidine-1-carboxylate
96034-61-6

4-Nitrobenzyl (2S,4S)-4-(acetylthio)-2-[(dimethylamino)carbonyl]pyrrolidine-1-carboxylate

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hydroxide; water / methanol / 5 - 10 °C
1.2: pH 2
2.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
3.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
(3S,4R)-3-<(1R)-1-hydroxyethyl>-4-<(1R)-1-methyl-3-p-nitrobenzyloxycarbonyl-2-oxopropyl>-2-azetidin-2-one
90822-23-4

(3S,4R)-3-<(1R)-1-hydroxyethyl>-4-<(1R)-1-methyl-3-p-nitrobenzyloxycarbonyl-2-oxopropyl>-2-azetidin-2-one

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / ethyl acetate; toluene
2: rhodium (II) octanoate dimer / acetone / Reflux
3: N-ethyl-N,N-diisopropylamine; zinc(II) iodide / acetone / -30 °C
4: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
5: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
(2S,4R)-2-dimethylaminocarbonyl-4-mesyloxy-1-p-nitrobenzyloxycarbonylpyrrolidine
130625-70-6

(2S,4R)-2-dimethylaminocarbonyl-4-mesyloxy-1-p-nitrobenzyloxycarbonylpyrrolidine

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: N,N-dimethyl-formamide / 70 - 80 °C
2.1: sodium hydroxide; water / methanol / 5 - 10 °C
2.2: pH 2
3.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / -25 °C
4.1: hydrogen / palladium on activated charcoal / ethyl acetate; water / 3-(N-morpholino)propanesulfonic acid buffer
View Scheme
1-[(S)-benzosuber-1-yloxycarbonyloxy]ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-42-8

1-[(S)-benzosuber-1-yloxycarbonyloxy]ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

A

carbon dioxide
124-38-9

carbon dioxide

C

acetaldehyde
75-07-0

acetaldehyde

D

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time;
indan-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-26-8

indan-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

A

formaldehyd
50-00-0

formaldehyd

B

indan-2-ol
4254-29-9

indan-2-ol

C

carbon dioxide
124-38-9

carbon dioxide

D

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; for 2h; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time;
tetral-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-27-9

tetral-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

A

formaldehyd
50-00-0

formaldehyd

B

carbon dioxide
124-38-9

carbon dioxide

C

1,2,3,4-tetrahydronaphthalen-2 ol
530-91-6

1,2,3,4-tetrahydronaphthalen-2 ol

D

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; for 2h; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time;
benzosuber-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-28-0

benzosuber-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

A

formaldehyd
50-00-0

formaldehyd

B

carbon dioxide
124-38-9

carbon dioxide

C

3,4-benzo-3-cyclohepten-1-ol
13249-77-9

3,4-benzo-3-cyclohepten-1-ol

D

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; for 2h; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time;
1-(isopropoxycarbonyloxy)ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

1-(isopropoxycarbonyloxy)ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

A

carbon dioxide
124-38-9

carbon dioxide

B

acetaldehyde
75-07-0

acetaldehyde

C

isopropyl alcohol
67-63-0

isopropyl alcohol

D

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; for 2h; pH=7.4; Mechanism; Reagent/catalyst; pH-value; Time;
(S)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-36-0

(S)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

A

formaldehyd
50-00-0

formaldehyd

B

carbon dioxide
124-38-9

carbon dioxide

C

1-Indanol
6351-10-6

1-Indanol

D

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; pH=7.4; Mechanism; Time;
(R)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-39-3

(R)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

A

formaldehyd
50-00-0

formaldehyd

B

carbon dioxide
124-38-9

carbon dioxide

C

1-Indanol
6351-10-6

1-Indanol

D

meropenem
96036-03-2

meropenem

Conditions
ConditionsYield
With water; N-2-hydroxyethylpiperazine-N'-2-ethanesulfonic acid at 37℃; pH=7.4; Mechanism; Time;
[(S)-benzosuber-1-yl] iodomethyl carbonate
1450666-33-7

[(S)-benzosuber-1-yl] iodomethyl carbonate

meropenem
96036-03-2

meropenem

(S)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-38-2

(S)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: [(S)-benzosuber-1-yl] iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
84%
iodomethyl (R)-tetral-1-yl carbonate
1450666-32-6

iodomethyl (R)-tetral-1-yl carbonate

meropenem
96036-03-2

meropenem

(R)-tetral-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-40-6

(R)-tetral-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: iodomethyl (R)-tetral-1-yl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
82%
iodomethyl tetral-2-yl carbonate
1450666-24-6

iodomethyl tetral-2-yl carbonate

meropenem
96036-03-2

meropenem

tetral-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-27-9

tetral-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: iodomethyl tetral-2-yl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
82%
(R)-benzosuber-1-yl iodomethyl carbonate
1450666-34-8

(R)-benzosuber-1-yl iodomethyl carbonate

meropenem
96036-03-2

meropenem

(R)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-41-7

(R)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: (R)-benzosuber-1-yl iodomethyl carbonate
79%
(S)-indan-1-yl iodomethyl carbonate
1450666-29-1

(S)-indan-1-yl iodomethyl carbonate

meropenem
96036-03-2

meropenem

(S)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-36-0

(S)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: (S)-indan-1-yl iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
75%
(R)-indan-1-yl iodomethyl carbonate
1450666-30-4

(R)-indan-1-yl iodomethyl carbonate

meropenem
96036-03-2

meropenem

(R)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-39-3

(R)-indan-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: (R)-indan-1-yl iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
72%
indan-2-yl iodomethyl carbonate
1450666-23-5

indan-2-yl iodomethyl carbonate

meropenem
96036-03-2

meropenem

indan-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-26-8

indan-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: indan-2-yl iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
71%
benzosuber-2-yl iodomethyl carbonate
1450666-25-7

benzosuber-2-yl iodomethyl carbonate

meropenem
96036-03-2

meropenem

benzosuber-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-28-0

benzosuber-2-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: benzosuber-2-yl iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
65%
1-iodoethyl isopropyl carbonate
84089-73-6, 91508-00-8

1-iodoethyl isopropyl carbonate

meropenem
96036-03-2

meropenem

1-(isopropoxycarbonyloxy)ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

1-(isopropoxycarbonyloxy)ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: 1-iodoethyl isopropyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h; Reagent/catalyst; Concentration; Time;
64%
[(S)-benzosuber-1-yl] iodomethyl carbonate
1450666-33-7

[(S)-benzosuber-1-yl] iodomethyl carbonate

acetic anhydride
108-24-7

acetic anhydride

meropenem
96036-03-2

meropenem

(S)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-1-acetyl-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-43-9

(S)-benzosuber-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-1-acetyl-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: acetic anhydride In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #3: [(S)-benzosuber-1-yl] iodomethyl carbonate In N,N-dimethyl-formamide at 0℃; for 1h;
62%
iodomethyl (S)-tetral-1-yl carbonate
1450666-31-5

iodomethyl (S)-tetral-1-yl carbonate

meropenem
96036-03-2

meropenem

(S)-tetral-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-37-1

(S)-tetral-1-yloxycarbonyloxymethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: iodomethyl (S)-tetral-1-yl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
57%
hex-5-in-carboxyl chloride
55183-45-4

hex-5-in-carboxyl chloride

meropenem
96036-03-2

meropenem

C23H31N3O6S

C23H31N3O6S

Conditions
ConditionsYield
With triethylamine In methanol at 0 - 20℃; for 1h;50%
[(1S)-benzosuber-1-yl] 1-iodoethyl carbonate
1450666-35-9

[(1S)-benzosuber-1-yl] 1-iodoethyl carbonate

meropenem
96036-03-2

meropenem

1-[(S)-benzosuber-1-yloxycarbonyloxy]ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate
1450666-42-8

1-[(S)-benzosuber-1-yloxycarbonyloxy]ethyl (1R,5S,6S)-2-{[(3S,5S)-5-(N,N-dimethylcarbamoyl)pyrrolidin-3-yl]thio}-6-[(1R)-1-hydroxyethyl]-1-methylcarbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Stage #1: meropenem With caesium carbonate In N,N-dimethyl-formamide at 0℃; for 0.166667h;
Stage #2: [(1S)-benzosuber-1-yl] 1-iodoethyl carbonate In N,N-dimethyl-formamide at 0℃; for 0.333333h;
43%
C21H31N9O5S

C21H31N9O5S

meropenem
96036-03-2

meropenem

C38H56N12O10S2

C38H56N12O10S2

Conditions
ConditionsYield
With triethylamine In dimethyl sulfoxide at 20℃;16.3%
iodomethylbenzoate
13943-33-4

iodomethylbenzoate

meropenem
96036-03-2

meropenem

benzoic acid 4-nitrophenoxycarbonyloxymethyl ester
170097-82-2

benzoic acid 4-nitrophenoxycarbonyloxymethyl ester

(4R,5S,6S)-3-[[(3S,5S)-5-[(dimethylamino)carbonyl]-1-[[benzoyloxymethoxy]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzoyloxymethyl ester

(4R,5S,6S)-3-[[(3S,5S)-5-[(dimethylamino)carbonyl]-1-[[benzoyloxymethoxy]carbonyl]-3-pyrrolidinyl]thio]-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid benzoyloxymethyl ester

Conditions
ConditionsYield
Stage #1: meropenem; benzoic acid 4-nitrophenoxycarbonyloxymethyl ester In N,N-dimethyl-formamide for 1h;
Stage #2: iodomethylbenzoate With sodium carbonate In N,N-dimethyl-formamide for 1h;
14%
meropenem
96036-03-2

meropenem

A

C34H50N6O10S2

C34H50N6O10S2

B

C34H50N6O10S2

C34H50N6O10S2

Conditions
ConditionsYield
With potassium dihydrogenphosphate; water at 25℃; Rate constant; Kinetics; var. pH from 4.0 to 8.0, var. temp., var. buffers;
D-cysteine
921-01-7

D-cysteine

meropenem
96036-03-2

meropenem

(4R,5S)-5-[(1R,2R)-1-((S)-1-Carboxy-2-mercapto-ethylcarbamoyl)-2-hydroxy-propyl]-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

(4R,5S)-5-[(1R,2R)-1-((S)-1-Carboxy-2-mercapto-ethylcarbamoyl)-2-hydroxy-propyl]-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
With Hepps buffer at 37℃; pH=8.4; Kinetics;
L-Cysteine
52-90-4

L-Cysteine

meropenem
96036-03-2

meropenem

(4R,5S)-5-[(1R,2R)-1-((R)-1-Carboxy-2-mercapto-ethylcarbamoyl)-2-hydroxy-propyl]-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

(4R,5S)-5-[(1R,2R)-1-((R)-1-Carboxy-2-mercapto-ethylcarbamoyl)-2-hydroxy-propyl]-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
With Hepps buffer at 37℃; pH=8.4; Kinetics; Further Variations:; pH-values; Temperatures;
With sodium hydroxide at 20℃; for 3h; pH=7; Substitution; ring cleavage;
L-homocysteine
6027-13-0

L-homocysteine

meropenem
96036-03-2

meropenem

(4R,5S)-5-[(1R,2R)-1-((S)-1-Carboxy-3-mercapto-propylcarbamoyl)-2-hydroxy-propyl]-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

(4R,5S)-5-[(1R,2R)-1-((S)-1-Carboxy-3-mercapto-propylcarbamoyl)-2-hydroxy-propyl]-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
With Hepps buffer at 37℃; pH=8.4; Kinetics;
cysteinylglycine
19246-18-5

cysteinylglycine

meropenem
96036-03-2

meropenem

(4R,5S)-5-{(1R,2R)-1-[(R)-1-(Carboxymethyl-carbamoyl)-2-mercapto-ethylcarbamoyl]-2-hydroxy-propyl}-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

(4R,5S)-5-{(1R,2R)-1-[(R)-1-(Carboxymethyl-carbamoyl)-2-mercapto-ethylcarbamoyl]-2-hydroxy-propyl}-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
With Hepps buffer at 37℃; pH=8.4; Kinetics;
GLUTATHIONE
70-18-8

GLUTATHIONE

meropenem
96036-03-2

meropenem

(4R,5S)-5-((1R,2R)-1-{(S)-1-Carboxy-3-[(R)-1-(carboxymethyl-carbamoyl)-2-mercapto-ethylcarbamoyl]-propylcarbamoyl}-2-hydroxy-propyl)-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

(4R,5S)-5-((1R,2R)-1-{(S)-1-Carboxy-3-[(R)-1-(carboxymethyl-carbamoyl)-2-mercapto-ethylcarbamoyl]-propylcarbamoyl}-2-hydroxy-propyl)-3-((3S,5S)-5-dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
With Hepps buffer at 37℃; pH=8.4; Kinetics;
L-Cysteine isopropyl ester
79178-11-3

L-Cysteine isopropyl ester

meropenem
96036-03-2

meropenem

(4R,5S)-3-((3S,5S)-5-Dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-5-[(1R,2R)-2-hydroxy-1-((R)-1-isopropoxycarbonyl-2-mercapto-ethylcarbamoyl)-propyl]-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

(4R,5S)-3-((3S,5S)-5-Dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-5-[(1R,2R)-2-hydroxy-1-((R)-1-isopropoxycarbonyl-2-mercapto-ethylcarbamoyl)-propyl]-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
With Hepps buffer at 37℃; pH=8.4; Kinetics;
Cysteamine
60-23-1

Cysteamine

meropenem
96036-03-2

meropenem

(4R,5S)-3-((3S,5S)-5-Dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-5-[(1R,2R)-2-hydroxy-1-(2-mercapto-ethylcarbamoyl)-propyl]-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

(4R,5S)-3-((3S,5S)-5-Dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-5-[(1R,2R)-2-hydroxy-1-(2-mercapto-ethylcarbamoyl)-propyl]-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
With Hepps buffer at 37℃; pH=8.4; Kinetics;
meropenem
96036-03-2

meropenem

Meropenoic acid

Meropenoic acid

Conditions
ConditionsYield
With Hepps buffer at 37℃; pH=8.4; Kinetics; Hydrolysis;
meropenem
96036-03-2

meropenem

NaH(13)CO3

NaH(13)CO3

meropenem-CO2 adduct

meropenem-CO2 adduct

Conditions
ConditionsYield
In water-d2 at 25℃; Equilibrium constant; Carboxylation;
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