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HUNAN CHEMAPI BIOLOGICAL TECHNOLOGY CO.,LTD.

Hunan Kaimir Biotechnology Co., Ltd. is a professional technology company specializing in the research and production of raw materials and intermediates. In 2017, it was recognized as a high-tech enterprise and a small technological innovation giant

Side chain for meropenem

Cas:96034-64-9

Min.Order:1 Metric Ton

Negotiable

Type:Other

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Shenzhen Foris Technology Co. LTD

Shenzhen Foris Technology Co.LTD is located in Shenzhen ,Guangdong, is the leading supplier for electronic chemicals,APIs, pharmaceutical intermediates, fine chemicals which can be widely used in semiconductor, petrochemical industry, new materials

(2S,4S)-2-(Dimethylaminocarblnyl)-4-mercapto-1-(4'-nitrobenzyloxycarbonyl)-1-pyrrolidine 96034-64-9

Cas:96034-64-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Zhejiang Haizhou Pharmaceutical Co., Ltd.

Side chain for meropenem

Cas:96034-64-9

Min.Order:0

Negotiable

Type:Trading Company

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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

Side chain for meropenem Manufacturer/High quality/Best price/In stock

Cas:96034-64-9

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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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

Hebei yanxi chemical co.,LTD.

Hebei yanxi chemical co. LTD. has expanded a compositive entity from initially only as a small manufacturer. The company dedicated to the development, production and marketing of chemicals. After many years of efforts, we have established stable

Side chain for Meropenem

Cas:96034-64-9

Min.Order:1 Metric Ton

FOB Price: $1.0 / 2.0

Type:Manufacturers

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Hangzhou Think Chemical Co. Ltd

Meropenem Side Chain[CAS:96034-64-9] (2S,4S)-2-(Dimethylaminocarbonyl)-4-mercapto-1-(p-nitrobenzyloxycarbonyl)-1-pyrrolidine Identification Name Side chain for meropenem Synonyms (2S,4S)-2-(Dimethylami

Meropenem Side Chain stock with better price

Cas:96034-64-9

Min.Order:1 Kilogram

Negotiable

Type:Other

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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 Side Chain For Meropenem

Cas:96034-64-9

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

Factory Price API 99% Side chain for meropenem 96034-64-9 GMP Manufacturer

Cas:96034-64-9

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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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

(2S,4S)-2-[(Dimethylamino)-carbonyl]-4-mercapto-1-pyrrolidinecarboxylic acid (4-nitrophenyl)-methyl ester

Cas:96034-64-9

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Kono Chem Co.,Ltd

Shippment by air courier door to door Package by foil bag or carton drum Payment by bank transfer or westernunion/moneygram Shoul…Appearance:White fine powder Storage:Cool and dry place Package:Drum or Aluminum Foil Bag Applicati

Side chain for meropenem

Cas:96034-64-9

Min.Order:1 Kilogram

FOB Price: $1950.0 / 2000.0

Type:Other

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LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

Side chain for meropenem

Cas:96034-64-9

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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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 manufactu

Meropenem CAS 96034-64-9 Used in Pharmaceutical

Cas:96034-64-9

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

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Henan Tianfu Chemical Co., Ltd.

Side chain for meropenem Basic information Product Name: Side chain for meropenem Synonyms: 2-DIMETHYLCARBAMOYL-4-MERCAPTO-PYRROLIDINE-1-CARBOXYLIC ACID 4-NITRO-BENZYL ESTER;(2s-cis)-2-[

best offer 96034-64-9

Cas:96034-64-9

Min.Order:1 Kilogram

Negotiable

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 96034-64-9 with best quality

Cas:96034-64-9

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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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

Side chain for meropenem

Cas:96034-64-9

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Specifications side chain for meropenem 96034-64-9 For more details ,pls contact us customer service f or COA and MSDS. SUPPLY Side chain for meropenem 96034-64-9 meropenem intermediate (2S,4S)-2-(dimethylaminocarbonyl)-4-

Side chain for meropenem

Cas:96034-64-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

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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

Hangzhou Sartort Biopharma Co., Ltd

Appearance:White crystalline solid Storage:Room temperature Package:25kg/drum Application:Meropenem Intermediate Transportation:Express/Sea/Air Port:Any port in china

Manufacture Side chain for Meropenem in stock Meropenem Intermediate

Cas:96034-64-9

Min.Order:25 Kilogram

Negotiable

Type:Lab/Research institutions

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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 powder Storage:Store in sealed containers at cool & dr

Meropenem Side chain for meropenem Powder CAS 96034-64-9

Cas:96034-64-9

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

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 present,

Side chain for meropenem

Cas:96034-64-9

Min.Order:1 Kilogram

FOB Price: $160.0

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

Side chain for meropenem CAS:96034-64-9 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

Side chain for meropenem CAS:96034-64-9

Cas:96034-64-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Wonda Pharm Limited

1.high quality: quality is life. quality is the most important element for all goods. we have a lab doing research in wuhan china. hplc and nmr is available if needed. 2.reasonable price: we provide high quality products with competi

Side chain for meropenem/Meropenem

Cas:96034-64-9

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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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

Side chain for meropenem

Cas:96034-64-9

Min.Order:1 Kilogram

FOB Price: $80.0 / 120.0

Type:Lab/Research institutions

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Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

Side Chain For Meropenem

Cas:96034-64-9

Min.Order:0

Negotiable

Type:Manufacturers

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Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Product name: Side chain for meropenem Cas no. : 96034-64-9 Specification : In-house Stock: Fresh Application:Carbapenem antibiotic. Antibacterial

Side chain for meropenem

Cas:96034-64-9

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Changchun Artel lmport and Export trade company

Quick Details CAS No.: 96034-64-9 Other Names: Side chain for meropenem MF: C15H19N3O5S EINECS No.: 96034-64-9 Place of Origin: China Type: Agrochemical Intermediates, Dyestuff Intermediates, Flavor & Fragrance Intermediates Purity: 99% M

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 quality c

2S CIS PNB(SIDE CHAIN)

Cas:96034-64-9

Min.Order:100 Metric Ton

Negotiable

Type:Lab/Research institutions

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Zhengzhou Yuanli Biological Technology Co., Ltd.

Product Name:Meropenem Side Chain MF:C15H19N3O5S CAS No.:96034-64-9 MW:353.39 EINECS No.:619-190-7 Assay : 99% Packaging: 25kg/Drum Shipping: Timely delivery after your payment Advantages:Good quality, favorable price, factory sales directly.

99% Meropenem Side Chain factory supply

Cas:96034-64-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine
127966-47-6

(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine

N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

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

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

Conditions
ConditionsYield
Stage #1: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 5℃; for 0.166667h;
Stage #2: N,N-dimethylammonium chloride In N,N-dimethyl-formamide at 0 - 5℃; for 3h; Concentration;
92.3%
Stage #1: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-carboxy-4-mercaptopyrrolidine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 5℃; for 0.166667h;
Stage #2: N,N-dimethylammonium chloride In N,N-dimethyl-formamide at 0 - 5℃; for 3h;
92.3%
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

(2S,4S)-5-p-nitrobenzyloxycarbonyl-2-thia-5-azabicyclo<2.2.1>heptan-3-one
151072-00-3

(2S,4S)-5-p-nitrobenzyloxycarbonyl-2-thia-5-azabicyclo<2.2.1>heptan-3-one

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

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

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 5h; Ambient temperature;92%
bi[(2S,4S)-2-dimethylaminocarbonyl-1-PNZ-pyrrolindin-4-yl]disulfide
936226-36-7

bi[(2S,4S)-2-dimethylaminocarbonyl-1-PNZ-pyrrolindin-4-yl]disulfide

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

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

Conditions
ConditionsYield
With tributylphosphine; water In tetrahydrofuran for 0.5h;90%
With tributylphosphine In tetrahydrofuran; water for 0.5h;90%
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

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

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

Conditions
ConditionsYield
With acetyl chloride In methanol at 25 - 30℃; for 6h;80%
With methanol; acetyl chloride at 25℃; for 2.5 - 5h; Product distribution / selectivity; Heating / reflux;70%
With Lewatit K 2649 - ion exchange resin In methanol at 25 - 67℃; Product distribution / selectivity;
(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

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

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

Conditions
ConditionsYield
Multi-step reaction with 4 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
View Scheme
4-nitrobenzyl chloroformate
4457-32-3

4-nitrobenzyl chloroformate

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

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

Conditions
ConditionsYield
Multi-step reaction with 5 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
View Scheme
4R-4-hydroxyproline
51-35-4

4R-4-hydroxyproline

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

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

Conditions
ConditionsYield
Multi-step reaction with 5 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
View Scheme
Multi-step reaction with 4 steps
1.1: tributylphosphine / tetrahydrofuran / 25 h / 60 - 65 °C
2.1: diethylamino-sulfur trifluoride / 1,2-dichloro-ethane / 26 h / 0 - 60 °C
3.1: sodium carbonate / acetone; water / 5 h / 0 - 50 °C
4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 0 - 5 °C
4.2: 3 h / 0 - 5 °C
View Scheme
(2S,4R)-1-p-Nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-hydroxypyrrolidine
130625-69-3

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

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

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

Conditions
ConditionsYield
Multi-step reaction with 3 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
View Scheme
(2S,4R)-2-dimethylaminocarbonyl-4-mesyloxy-1-p-nitrobenzyloxycarbonylpyrrolidine
130625-70-6

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

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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N,N-dimethyl-formamide / 70 - 80 °C
2.1: sodium hydroxide; water / methanol / 5 - 10 °C
2.2: pH 2
View Scheme
(2S,4R)-2-carboxy-4-(3-fluorophenylthio)pyrrolidine

(2S,4R)-2-carboxy-4-(3-fluorophenylthio)pyrrolidine

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

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: diethylamino-sulfur trifluoride / ethylenediamine / 26 h / 0 - 60 °C
2.1: sodium carbonate / acetone; water / 0.25 h / 0 - 25 °C
3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 0 - 5 °C
3.2: 3 h / 0 - 5 °C
View Scheme
Multi-step reaction with 3 steps
1.1: diethylamino-sulfur trifluoride / 1,2-dichloro-ethane / 26 h / 0 - 60 °C
2.1: sodium carbonate / acetone; water / 5 h / 0 - 50 °C
3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 0 - 5 °C
3.2: 3 h / 0 - 5 °C
View Scheme
trans-4-hydroxyproline
3398-22-9

trans-4-hydroxyproline

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

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: tributylphosphine / tetrahydrofuran / 25 h / 60 - 65 °C
2.1: diethylamino-sulfur trifluoride / ethylenediamine / 26 h / 0 - 60 °C
3.1: sodium carbonate / acetone; water / 0.25 h / 0 - 25 °C
4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 0 - 5 °C
4.2: 3 h / 0 - 5 °C
View Scheme
(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

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

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at -15 - -10℃; for 5 - 8h;91.3%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at -10℃; for 3.16667h; Product distribution / selectivity;18%
With N-ethyl-N,N-diisopropylamine In acetonitrile at -10℃; for 3.16667h; Product distribution / selectivity;17%
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

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

bi[(2S,4S)-2-dimethylaminocarbonyl-1-PNZ-pyrrolindin-4-yl]disulfide
936226-36-7

bi[(2S,4S)-2-dimethylaminocarbonyl-1-PNZ-pyrrolindin-4-yl]disulfide

Conditions
ConditionsYield
With iron(III) chloride; oxygen In methanol at 25℃; under 750.075 Torr; for 4h; Pressure; Temperature; Reagent/catalyst;90%
(p-nitrophenyl)methyl 6-(1-hydroxyethyl)-5-methyl-3,7-dioxoazabicyclo[3.2.0]heptane-2-carboxylate

(p-nitrophenyl)methyl 6-(1-hydroxyethyl)-5-methyl-3,7-dioxoazabicyclo[3.2.0]heptane-2-carboxylate

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

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

C32H35N5O11S

C32H35N5O11S

Conditions
ConditionsYield
Stage #1: (p-nitrophenyl)methyl 6-(1-hydroxyethyl)-5-methyl-3,7-dioxoazabicyclo[3.2.0]heptane-2-carboxylate With N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride In acetonitrile at -35℃; for 0.5h;
Stage #2: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In acetonitrile
85%
bromomagnesium N-isopropyl-N-cyclohexylamide
100207-82-7

bromomagnesium N-isopropyl-N-cyclohexylamide

4-nitrobenzyl (1 R , 5 S , 6 S)-2-(2-diethylcarbamoylphenylsulphinyl)-1-methyl-6-[1(R)-trimethylsilyloxyethyl]-1-carbapen-2-em-3-carboxylate
158168-61-7

4-nitrobenzyl (1 R , 5 S , 6 S)-2-(2-diethylcarbamoylphenylsulphinyl)-1-methyl-6-[1(R)-trimethylsilyloxyethyl]-1-carbapen-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

p-nitrobenzyl (4R,5S,6S)-3-<(3S,5S)-5-dimethylaminocarbonyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidin-3-ylthio>-4-methyl-7-oxo-6-<(1R)-1-trimethylsilyloxoethyl>-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate
105344-45-4

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

Conditions
ConditionsYield
With sodium chloride; ammonium chloride In tetrahydrofuran; (2S)-N-methyl-1-phenylpropan-2-amine hydrate78%
(p-nitrophenyl)methyl 5-ethyl-6-(1-hydroxyethyl)-3,7-dioxoazabicyclo[3.2.0]heptane-2-carboxylate

(p-nitrophenyl)methyl 5-ethyl-6-(1-hydroxyethyl)-3,7-dioxoazabicyclo[3.2.0]heptane-2-carboxylate

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

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

C33H37N5O11S

C33H37N5O11S

Conditions
ConditionsYield
Stage #1: (p-nitrophenyl)methyl 5-ethyl-6-(1-hydroxyethyl)-3,7-dioxoazabicyclo[3.2.0]heptane-2-carboxylate With N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride In acetonitrile at -35℃;
Stage #2: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In acetonitrile
77%
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

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

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(2-diethylcarbamoyl-benzenesulfonyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester
158168-65-1

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(2-diethylcarbamoyl-benzenesulfonyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[(3S,5S)-5-dimethylcarbamoyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[(3S,5S)-5-dimethylcarbamoyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; magnesium bromide In tetrahydrofuran for 19h; Ambient temperature;73%
(R)-4-nitrobenzyl 2-diazo-4-((2R,3S)-3-((R)-1-(methylsulfonamido)ethyl)-4-oxoazetidin-2-yl)-3-oxopentanoate

(R)-4-nitrobenzyl 2-diazo-4-((2R,3S)-3-((R)-1-(methylsulfonamido)ethyl)-4-oxoazetidin-2-yl)-3-oxopentanoate

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

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

(4R,5S,6S)-4-nitrobenzyl-3-((3S,5S)-5-(dimethylcarbamoyl)-1-(( 4-nitrobenzyloxy)carbonyl)pyrrolidin-3-ylthio)-4-methyl-6-((R)-1-(methylsulfonamido)ethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

(4R,5S,6S)-4-nitrobenzyl-3-((3S,5S)-5-(dimethylcarbamoyl)-1-(( 4-nitrobenzyloxy)carbonyl)pyrrolidin-3-ylthio)-4-methyl-6-((R)-1-(methylsulfonamido)ethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Conditions
ConditionsYield
Stage #1: (R)-4-nitrobenzyl 2-diazo-4-((2R,3S)-3-((R)-1-(methylsulfonamido)ethyl)-4-oxoazetidin-2-yl)-3-oxopentanoate With rhodium (II) octanoate dimer In acetone for 1h; Reflux;
Stage #2: With dmap; N-ethyl-N,N-diisopropylamine; chlorophosphoric acid diphenyl ester In acetone at -50 - 20℃; for 0.5h;
Stage #3: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In acetone at -20 - 0℃; for 4h;
48%
(2R,5R,6S)-5-methyl-4-nitrobenzyl ester-6-((R)-1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

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

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

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

(5R,6S)-5-methyl-3-[[(3S,5S)5-[(dimethylamino)carbonyl]-1-[[(4-nitrophenyl)methoxy]carbonyl]-3-pyrrolidinyl]thio]-4-nitrobenzyl-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

(5R,6S)-5-methyl-3-[[(3S,5S)5-[(dimethylamino)carbonyl]-1-[[(4-nitrophenyl)methoxy]carbonyl]-3-pyrrolidinyl]thio]-4-nitrobenzyl-6-((R)-1-hydroxyethyl)-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

Conditions
ConditionsYield
Stage #1: (2R,5R,6S)-5-methyl-4-nitrobenzyl ester-6-((R)-1-hydroxyethyl)-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylic acid With N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride In acetonitrile at -40℃; for 0.333333h;
Stage #2: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In acetonitrile at -40 - -10℃; for 0.5h;
35%
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

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

{(S)-2-[(R)-1-(4-Chloro-phenylsulfanylcarbonyl)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

{(S)-2-[(R)-1-(4-Chloro-phenylsulfanylcarbonyl)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester

(4R,5S)-3-[(3S,5S)-5-Dimethylcarbamoyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4R,5S)-3-[(3S,5S)-5-Dimethylcarbamoyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Conditions
ConditionsYield
Stage #1: {(S)-2-[(R)-1-(4-Chloro-phenylsulfanylcarbonyl)-ethyl]-4-oxo-azetidin-1-yl}-acetic acid 4-nitro-benzyl ester With sodium hydride; allyl bromide In tetrahydrofuran at -40℃; Cyclization;
Stage #2: With chlorophosphoric acid diphenyl ester at -20℃; Substitution;
Stage #3: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N,N-diethyl-N-isopropylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 0℃; Substitution;
21%
C15H14N2O7

C15H14N2O7

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

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

C30H31N5O11S

C30H31N5O11S

Conditions
ConditionsYield
Stage #1: C15H14N2O7 With N-ethyl-N,N-diisopropylamine; Diphenylphosphinic chloride In acetonitrile at -40℃; for 0.75h;
Stage #2: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In acetonitrile for 1.5h;
15%
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

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

(4R,5R,6S,8R)-p-nitrobenzyl-3-(diphenylphosphoryloxy)-4-methyl-6-(1-(trimethylsilyloxy)ethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate
161692-28-0

(4R,5R,6S,8R)-p-nitrobenzyl-3-(diphenylphosphoryloxy)-4-methyl-6-(1-(trimethylsilyloxy)ethyl)-7-oxo-1-azabicyclo<3.2.0>hept-2-ene-2-carboxylate

p-nitrobenzyl (4R,5S,6S)-3-<(3S,5S)-5-dimethylaminocarbonyl-1-(p-nitrobenzyloxycarbonyl)pyrrolidin-3-ylthio>-4-methyl-7-oxo-6-<(1R)-1-trimethylsilyloxoethyl>-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate
105344-45-4

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

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; toluene for 2h; Yield given;
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

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

p-nitrobenzyl (4R,5R,6S)-6-<(1R)-1-tert-butyldimethylsilyloxyethyl>-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate
105318-43-2

p-nitrobenzyl (4R,5R,6S)-6-<(1R)-1-tert-butyldimethylsilyloxyethyl>-3-diphenylphosphoryloxy-4-methyl-7-oxo-1-azabicyclo<3.2.0>hept-2-en-2-carboxylate

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[(3S,5S)-5-dimethylcarbamoyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[(3S,5S)-5-dimethylcarbamoyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran; toluene for 2h; Yield given;
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

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

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(2-diethylcarbamoyl-benzenesulfinyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester
158168-62-8

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-(2-diethylcarbamoyl-benzenesulfinyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[(3S,5S)-5-dimethylcarbamoyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

(4R,5S,6S)-6-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[(3S,5S)-5-dimethylcarbamoyl-1-(4-nitro-benzyloxycarbonyl)-pyrrolidin-3-ylsulfanyl]-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

Conditions
ConditionsYield
With bromomagnesium N-isopropyl-N-cyclohexylamide 1.) THF, 0 deg C, 5 min, 2.) THF, 0 deg C, 30 min; Yield given. Multistep reaction;
(2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine
96034-64-9

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

(4R,5S)-3-((3S,5S)-5-Dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid

(4R,5S)-3-((3S,5S)-5-Dimethylcarbamoyl-pyrrolidin-3-ylsulfanyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaH; allylbromide / tetrahydrofuran / -40 °C
1.2: diphenyl chlorophosphate / -20 °C
1.3: 21 percent / i-PrEt2N; DBU / acetonitrile / 0 °C
2.1: 24 percent / H2 / Pd-C / tetrahydrofuran; aq. phosphate buffer
View Scheme
(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 trihydrate

meropenem trihydrate

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 In N,N-dimethyl-formamide at -50 - 20℃; for 1h;
Stage #2: With 4-methyl-morpholine; hydrogen; acetic acid; 5%-palladium/activated carbon In ethyl acetate at 20 - 25℃; for 3h; pH=~ 7; Product distribution / selectivity; Aqueous buffer;
(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

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

Conditions
ConditionsYield
With diisopropylamine In N,N-dimethyl-formamide at -50 - 20℃; for 1h;
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

(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-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;
(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;
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

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

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

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

Conditions
ConditionsYield
Stage #1: 4-nitrobenzyl (4R,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]-heptane-2-carboxylate With N-ethyl-N,N-diisopropylamine; chlorophosphoric acid diphenyl ester In acetonitrile at 10 - 15℃; for 5h;
Stage #2: (2S,4S)-1-p-nitrobenzyloxycarbonyl-2-dimethylaminocarbonyl-4-thiolpyrrolidine With N-ethyl-N,N-diisopropylamine In acetonitrile at 10 - 15℃; for 5 - 8h;
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
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

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

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at -35 - -30℃;
With N-ethyl-N,N-diisopropylamine In dichloromethane at -35 - -30℃;
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