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Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Jinlan Pharm-Drugs Technology Co.,Limited (with its export company Hangzhou Royall Import & Export Co.,Ltd.)is located in Hangzhou, Zhejiang Province. Neighboring Ningbo port, Shanghai port, Hangzhou Xiaoshan Int’l Airport and Shanghai Pu

1192491-61-4/ Avibactam sodium

Cas:1192491-61-4

Min.Order:1 Gram

FOB Price: $1.0

Type:Manufacturers

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Hangzhou Hysen Pharma co.,Ltd.

We can provide high quality,cheap price,spot supply and good service. If you have any questions,pls do not hesitate to contact us. Hangzhou Hysen pharma CO.,LTD. is a professional Pharmaceutical company. We are specialized in manufacturing and R&am

avibactam sodium factory good price

Cas:1192491-61-4

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

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Hunan Longxianng Runhui Trading Co.,Ltd

Runhui Chem focus on high complex new type intermediates and fine chemical custom synthesis,scale-up production and rare chemicals trade.product category including intermediates&api,catalyst and electronic chemicals.covering 811 square meters

Avibactam Sodium Salt Manufacturer/High quality/Best price/In stock

Cas:1192491-61-4

Min.Order:1 Kilogram

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Luhan Pharmachem Co., Ltd

Luhan Pharmachem Co., Ltd. owns strong elite professional quality sales force, has the customer base from the US, Europe, Japan, Southeast Asia, Korea, Hong Kong, Taiwan and other countries and regions, the company operates in accordance with the mod

Avibactam sodium

Cas:1192491-61-4

Min.Order:0 Metric Ton

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Type:Other

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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------

High purity 1192491-61-4 Avibactam sodium salt

Cas:1192491-61-4

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Trading Company

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Wuhan Fortuna Chemical Co.,Ltd

Unique advantages Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:cool dry place Package:1kg/foil bag;25kg/drum Application:medicine raw material Transportatio

Manufacturer high quality Avibactam sodium Cas 1192491-61-4 with good price

Cas:1192491-61-4

Min.Order:1 Kilogram

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Hangzhou Think Chemical Co. Ltd

Avibactam sodium CAS No.:1192491-61-4 Name: Avibactam sodium Synonyms: (2S,5R)-7-Oxo-6-(sulfooxy)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide monosodium salt; NXL 104 Molecular Structure Molecular Formula: C7H10N3O6S.Na

High purity Avibactam sodium CAS No.:1192491-61-4

Cas:1192491-61-4

Min.Order:1 Kilogram

FOB Price: $2.0

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 OLED 99% 1192491-61-4 Avibactam sodium Manufacturer

Cas:1192491-61-4

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new api, intermedi

Avibactam sodium

Cas:1192491-61-4

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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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 s

Avibactam Sodium Salt Manufacturer/High quality/Best price/In stock

Cas:1192491-61-4

Min.Order:1 Kilogram

FOB Price: $5.0

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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

Avibactam sodium salt

Cas:1192491-61-4

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Hubei DiBo chemical co., LTD

Name:Avibactam Sodium Salt The alias:NXL 104; Sulfuric acid Mono[(1R,2S,5R)-2-(aminocarbonyl)-7-oxo-1,6-diazabicyclo[3.2.1]oct-6-yl] ester sodium salt CAS NO:1192491-61-4 Molecular formula:C7H10N3NaO6S Molecular weight:287.22600 Product Quality

NXL 104/CAS:1192491-61-4/Raw material supply

Cas:1192491-61-4

Min.Order:25 Kilogram

FOB Price: $1.0 / 2.0

Type:Other

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Henan Tianfu Chemical Co., Ltd.

TIANFUCHEM--1192491-61-4--NXL 104 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 relationshi

TIANFUCHEM--1192491-61-4--NXL 104 factory price

Cas:1192491-61-4

Min.Order:1 Metric Ton

FOB Price: $2000.0

Type:Lab/Research institutions

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LIDE PHARMACEUTICALS LIMITED

We are a professional chemicals, APIs and plant extract leading manufacturer in China. We are specialized in chemical synthesis, process development of pharmaceutical intermediates, active pharmaceutical ingredients (APIs), plant extract and rare

factory SaltAvibactam Sodium Salt Good Supplier In China1192491-61-4 sample provided

Cas:1192491-61-4

Min.Order:1 Gram

Negotiable

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

NXL 104

Cas:1192491-61-4

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

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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 1192491-61-4 with best quality

Cas:1192491-61-4

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Name: Avibactam Sodium Salt Synonyms: Avibactam Sodium CAS:1192491-61-4 MF: C7H10N3NaO6S Appearance: white powder Storage:Store in cool and dry place, away from sun light. Package: 25kgs/drum Application:APIs Transportation:By sea or by air

Avibactam Sodium Salt

Cas:1192491-61-4

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Other

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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 crystalline powder Storage:Store in sealed containers

Avibactam Pharmaceutical Intermediates Cas 1192491-61-4

Cas:1192491-61-4

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

NXL 104 1192491-61-4

Cas:1192491-61-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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HANWAYS CHEMPHARM CO.,LIMITED

We own stock of a 15-year factory. Cooperate with 100+ manufacturers. Customer satisfaction is close to 100%. Awarded best supplier for many years! Guarantee all products with top quality. Refund double if our price isn't the best! Contact me

Free sample 99% powder Avibactam Sodium

Cas:1192491-61-4

Min.Order:1 Kilogram

FOB Price: $20.0 / 30.0

Type:Trading Company

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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 present

NXL 104/CAS:1192491-61-4

Cas:1192491-61-4

Min.Order:1 Gram

FOB Price: $82.0 / 93.5

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

NXL 104 CAS: 1192491-61-4 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,

NXL 104 CAS: 1192491-61-4

Cas:1192491-61-4

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

NXL 104

Cas:1192491-61-4

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

NXL 104

Cas:1192491-61-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Xi'an Yinherb Bio-Tech Co., Ltd.

Xi'an Yinherb Bio-Tech Co., Ltd was founded in 2009, We have more than 10 experienced doctors and scientists and professional managers, specializing in Nootropics, Sarms and Peptides researching and developing, and become the lead

Factory Supply Best Purity 99% API USP/Ep Avibactam Sodium CAS 1192491-61-4

Cas:1192491-61-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Triumph International Development Limilted

Appearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By

Avibactam sodium

Cas:1192491-61-4

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

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Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

Avibactam Sodium Salt 1192491-61-4

Cas:1192491-61-4

Min.Order:5 Gram

Negotiable

Type:Lab/Research institutions

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Hubei Yuanmeng Biological Technology Co., Ltd.

Hubei Yuanmeng Biological Technology Co., Ltd., which is located in Wuhan, China. We are specializing in the exportation of APIs, and plant extracts ect. Our products has been exported to America, Australia, Brazil, the Europe, Middle East and other

Good Quality Avibactam Sodium CAS 1192491-61-4

Cas:1192491-61-4

Min.Order:1 Kilogram

FOB Price: $3.0 / 5.0

Type:Trading Company

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Tianjin Kind Pharma Co., Ltd.

Factory direct sales, accept customization. Avibactam (NXL104) is a novel β-lactamase inhibitor with a non-lactam structural scaffold. NXL104 irreversibly inhibits lactamase from Mycobacterium tuberculosis. Kind Pharma has its own laboratory,

Avibactam sodium

Cas:1192491-61-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

AVIBACTAM SODIUM

Cas:1192491-61-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Synthetic route

({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt
1192651-80-1, 1416134-53-6

({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Stage #1: ({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt With tetrafluoroboric acid; 2,2,2-trifluoroethanol
Stage #2: With sodium hydrogencarbonate at 0℃; for 1h;
100%
With sodium 2-ethylhexanoic acid In ethanol; water at 20℃; for 3h;99.6%
With sodium 2-ethylhexanoic acid In ethanol; water at 20℃; for 3h;96.2%
2C7H10N3O6S(1-)*C30H66N2(2+)

2C7H10N3O6S(1-)*C30H66N2(2+)

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol89%
C7H10N3O6S(1-)*C16H34N(1+)

C7H10N3O6S(1-)*C16H34N(1+)

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol88%
C7H10N3O6S(1-)*C14H30N(1+)

C7H10N3O6S(1-)*C14H30N(1+)

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol86%
2C7H10N3O6S(1-)*C38H66N2(2+)

2C7H10N3O6S(1-)*C38H66N2(2+)

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol86%
2C7H10N3O6S(1-)*C29H64N2(2+)

2C7H10N3O6S(1-)*C29H64N2(2+)

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol86%
(2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide

(2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Stage #1: (2S,5R)-6-hydroxy-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide With pyridine; sulfur trioxide pyridine complex at 20℃; for 20h;
Stage #2: With sodium dihydrogenphosphate In water
80%
Multi-step reaction with 2 steps
1.1: α-picoline; thiocyanate trioxide / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
2.1: 2,2,2-trifluoroethanol; tetrafluoroboric acid
2.2: 1 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1: triethylamine; sulfur trioxide trimethylamine complex / ethanol; water
2: sodium 2-ethylhexanoic acid / ethanol
View Scheme
Multi-step reaction with 2 steps
1: triethylamine; sulfur trioxide trimethylamine complex / ethanol; water
2: sodium 2-ethylhexanoic acid / ethanol
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hexamethyldisilazane; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon; hydrogen / acetonitrile / 1.33 h / 20 °C / Inert atmosphere
3.1: sodium hydrogencarbonate / dimethylsulfoxide-d6; water-d2
View Scheme
(1R,2S,5R)-7-oxo-6-sulfonyloxy-1,6-diazabicyclo[3,2,1]octane-2-carboxamide tributylbenzylammonium

(1R,2S,5R)-7-oxo-6-sulfonyloxy-1,6-diazabicyclo[3,2,1]octane-2-carboxamide tributylbenzylammonium

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol; water at 15 - 40℃; for 4h;80%
With sodium 2-ethylhexanoic acid In ethanol4.6 g
With sodium isooctanoate In ethanol; water at 35 - 40℃; for 4h;
2C7H10N3O6S(1-)*C28H62N2(2+)

2C7H10N3O6S(1-)*C28H62N2(2+)

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol80%
(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate
1192500-31-4

(2S,5R)-2-carbamoyl-7-oxo-1,6-diazabicylco[3.2.1]octan-6-yl hydrogensulfate

sodium 2-ethylhexanoic acid

sodium 2-ethylhexanoic acid

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
In 2-methyl-propan-1-ol for 0.833333h; Solvent; Time; Concentration; Reflux;77%
2C7H10N3O6S(1-)*C23H52N2(2+)

2C7H10N3O6S(1-)*C23H52N2(2+)

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol74%
2C7H10N3O6S(1-)*C32H54N2(2+)

2C7H10N3O6S(1-)*C32H54N2(2+)

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
With sodium 2-ethylhexanoic acid In ethanol74%
(1R,2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide
1192651-49-2

(1R,2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octane-2-carboxamide

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
2: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide
1.2: 20 °C
1.3: pH > 6
2.1: dichloromethane; water
3.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 3 steps
1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
2: water
3: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
(2S,5R)-5-(benzyloxyamino)-piperidine-2-carboxylic acid amide
1416134-49-0

(2S,5R)-5-(benzyloxyamino)-piperidine-2-carboxylic acid amide

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
2: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
3: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
2.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide
2.2: 20 °C
2.3: pH > 6
3.1: dichloromethane; water
4.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
2: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
3: water
4: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
(2S,5R)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester oxalic acid salt
1171080-45-7

(2S,5R)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester oxalic acid salt

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
1.2: 0 °C
2.1: water; lithium hydroxide monohydrate / acetone / -12 °C
2.2: 0 °C
2.3: -20 - 0 °C
3.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
4.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1: ammonia / methanol
2: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
3: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
4: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 5 steps
1.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
1.2: 0 °C
2.1: water; lithium hydroxide monohydrate / acetone / -12 °C
2.2: 0 °C
2.3: -20 - 0 °C
3.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
4.1: water
5.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
ethyl (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxylate oxalic acid salt
1416134-48-9

ethyl (2S,5R)-5-[(benzyloxy)amino]piperidine-2-carboxylate oxalic acid salt

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 3-Methylpyridine / dichloromethane / 0 °C
2: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
3: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
4: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1: ammonia / methanol / 20 °C
2: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
3: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
4: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 5 steps
1.1: 3-Methylpyridine / dichloromethane / 0 °C
2.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
3.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide
3.2: 20 °C
3.3: pH > 6
4.1: dichloromethane; water
5.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate
113400-36-5

benzyl (2S)-N-tert-butoxycarbonyl-5-oxoprolinate

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: 1 h / 0 °C
5.2: 35 °C
6.1: ammonia / methanol / 20 °C
7.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
8.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
9.1: water
10.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 10 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: 1 h / 0 °C
5.2: 35 °C
6.1: ammonia / methanol / 20 °C
7.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
8.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide
8.2: 20 °C
8.3: pH > 6
9.1: dichloromethane; water
10.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: ammonia / methanol
6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
7.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
8.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
(S)-ethyl N-tert-butoxycarbonylpyroglutamate
144978-35-8, 144978-12-1

(S)-ethyl N-tert-butoxycarbonylpyroglutamate

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: ammonia / methanol / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
7.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
8.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 9 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: ammonia / methanol / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
8.1: water
9.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 9 steps
1.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 20 °C
1.2: -12 °C
2.1: ethyl acetate / Reflux
3.1: methanesulfonic acid / ethyl acetate / 42 °C
3.2: 52 °C
4.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
4.3: 40 - 45 °C
5.1: ammonia / methanol / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
7.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide
7.2: 20 °C
7.3: pH > 6
8.1: dichloromethane; water
9.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
benzyl (2S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ6-sulfanylidene)-5-oxohexanoate

benzyl (2S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ6-sulfanylidene)-5-oxohexanoate

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: ammonia / methanol
5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
6.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
7.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 7 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
4.2: 0 °C
5.1: water; lithium hydroxide monohydrate / acetone / -12 °C
5.2: 0 °C
5.3: -20 - 0 °C
6.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
7.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 8 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: 1 h / 0 °C
4.2: 35 °C
5.1: ammonia / methanol / 20 °C
6.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
7.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
8.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
(2S)-5-(benzyloxyimino)-piperidine-2-carboxylic acid benzyl ester
1133931-74-4

(2S)-5-(benzyloxyimino)-piperidine-2-carboxylic acid benzyl ester

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: ammonia / methanol
3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
4.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
5.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
2.2: 0 °C
3.1: water; lithium hydroxide monohydrate / acetone / -12 °C
3.2: 0 °C
3.3: -20 - 0 °C
4.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
5.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: ammonia / methanol
3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
5.1: water
6.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
(2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester oxalic acid salt

(2S)-5-benzyloxyaminopiperidin-2-carboxylic acid benzyl ester oxalic acid salt

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: methanol / 25 °C / Reflux
2.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
2.2: 0 °C
3.1: water; lithium hydroxide monohydrate / acetone / -12 °C
3.2: 0 °C
3.3: -20 - 0 °C
4.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
5.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 5 steps
1: methanol / 25 °C / Reflux
2: ammonia / methanol
3: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
4: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
5: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 6 steps
1.1: methanol / 25 °C / Reflux
2.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
2.2: 0 °C
3.1: water; lithium hydroxide monohydrate / acetone / -12 °C
3.2: 0 °C
3.3: -20 - 0 °C
4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
5.1: water
6.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate
1133931-73-3

benzyl (2S)-5-[(benzyloxy)imino]-2-{[(tert-butoxy)carbonyl]amino}-6-chlorohexanoate

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: ammonia / methanol
4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
5.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
6.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 6 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
3.2: 0 °C
4.1: water; lithium hydroxide monohydrate / acetone / -12 °C
4.2: 0 °C
4.3: -20 - 0 °C
5.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
6.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 7 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: 1 h / 0 °C
3.2: 35 °C
4.1: ammonia / methanol / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
6.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
7.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
(2S,5R)-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid methyl ester
1383814-58-1

(2S,5R)-6-benzyloxy-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid methyl ester

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium carbamate / Novozyme 435 / acetonitrile / 40 °C / Enzymatic reaction
2: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
3: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1.1: ammonium carbamate / Novozyme 435 / acetonitrile / 40 °C / Enzymatic reaction
2.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide
2.2: 20 °C
2.3: pH > 6
3.1: dichloromethane; water
4.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1: ammonium carbamate / Novozyme 435 / acetonitrile / 40 °C / Enzymatic reaction
2: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
3: water
4: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 0.25 h / 0 °C
2.1: triethylamine; isobutyl chloroformate / dichloromethane / 0.33 h / 0 °C
2.2: 1 h / 20 °C
3.1: hydrogen; palladium 10% on activated carbon / water; methanol / 0.75 h
4.1: pyridine; sulfur trioxide pyridine complex / 20 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: lithium hydroxide monohydrate / water; tetrahydrofuran / 0.25 h / 0 °C
2.1: 4-methyl-morpholine; isobutyl chloroformate / dichloromethane / 0.17 h / 0 °C
2.2: 0.5 h
3.1: ammonium hydroxide / dichloromethane / 1 h / 0 - 20 °C
4.1: hydrogen; palladium 10% on activated carbon / water; methanol / 0.75 h
5.1: pyridine; sulfur trioxide pyridine complex / 20 h / 20 °C
View Scheme
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester
1192650-82-0

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid benzyl ester

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: water; lithium hydroxide monohydrate / acetone / -12 °C
1.2: 0 °C
1.3: -20 - 0 °C
2.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
3.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1.1: water; lithium hydroxide monohydrate / acetone / -12 °C
1.2: 0 °C
1.3: -20 - 0 °C
2.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
3.1: water
4.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1.1: water; lithium hydroxide monohydrate / acetone / -12 °C
1.2: 0 °C
1.3: -20 - 0 °C
2.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide
2.2: 20 °C
2.3: pH > 6
3.1: dichloromethane; water
4.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
methyl (2S,5R)-5-benzyloxyaminopiperidine-2-carboxylate oxalate
1416134-74-1

methyl (2S,5R)-5-benzyloxyaminopiperidine-2-carboxylate oxalate

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
1.2: -5 - -3 °C
2.1: ammonium carbamate / Novozyme 435 / acetonitrile / 40 °C / Enzymatic reaction
3.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
4.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1: ammonia / methanol / 20 °C
2: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
3: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
4: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 5 steps
1.1: potassium hydrogencarbonate / water; 2-methyltetrahydrofuran
1.2: -5 - -3 °C
2.1: ammonium carbamate / Novozyme 435 / acetonitrile / 40 °C / Enzymatic reaction
3.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
4.1: water
5.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
ethyl (S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ6-sulfanylidene)-5-oxohexanoate
1416134-58-1

ethyl (S)-2-((tert-butoxycarbonyl)amino)-6-(dimethyl(oxo)-λ6-sulfanylidene)-5-oxohexanoate

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: ammonia / methanol / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
6.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
7.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 7 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: 3-Methylpyridine / dichloromethane / 0 °C
5.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
6.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
7.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 8 steps
1.1: ethyl acetate / Reflux
2.1: methanesulfonic acid / ethyl acetate / 42 °C
2.2: 52 °C
3.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
3.3: 40 - 45 °C
4.1: ammonia / methanol / 20 °C
5.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
6.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
7.1: water
8.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
C20H29ClN2O5
1416134-59-2

C20H29ClN2O5

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: ammonia / methanol / 20 °C
4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
5.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
6.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 6 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: 3-Methylpyridine / dichloromethane / 0 °C
4.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
5.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
6.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 7 steps
1.1: methanesulfonic acid / ethyl acetate / 42 °C
1.2: 52 °C
2.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
2.3: 40 - 45 °C
3.1: ammonia / methanol / 20 °C
4.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
5.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
6.1: water
7.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
5-benzyloxyiminopiperidine-2S-carboxylic acid ethyl ester
1416134-60-5

5-benzyloxyiminopiperidine-2S-carboxylic acid ethyl ester

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: 3-Methylpyridine / dichloromethane / 0 °C
3.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
4.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
5.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: ammonia / methanol / 20 °C
3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
4.1: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
5.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 6 steps
1.1: sodium tetrahydroborate; sulfuric acid; propionic acid / ethyl acetate / -20 °C
1.3: 40 - 45 °C
2.1: ammonia / methanol / 20 °C
3.1: N-ethyl-N,N-diisopropylamine; (fluorenylmethoxy)carbonyl chloride / chlorobenzene / 30 °C
4.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
5.1: water
6.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid ethyl ester
1416134-63-8

(2S,5R)-6-(benzyloxy)-7-oxo-1,6-diazabicyclo[3.2.1]octan-2-carboxylic acid ethyl ester

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
2: triethylamine; hydrogen; sulfur trioxide trimethylamine complex / palladium-on-charcoal / isopropyl alcohol; water
3: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1.1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
2.1: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide
2.2: 20 °C
2.3: pH > 6
3.1: dichloromethane; water
4.1: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1: ammonium carbamate / Novozyme 435 / dichloromethane; acetonitrile / 40 °C / Enzymatic reaction
2: hydrogen / 5% Pd-C / dichloromethane; N,N-dimethyl-formamide / 2250.23 Torr
3: water
4: sodium 2-ethylhexanoic acid / ethanol; water
View Scheme
Multi-step reaction with 4 steps
1.1: lithium hydroxide / 1 h / 10 - 20 °C
2.1: hydrogenchloride / dichloromethane; water
3.1: ammonia; sodium sulfate; triethylamine / -25 - 5 °C
4.1: 10 wt% Pd(OH)2 on carbon; ammonium formate / 5 h / 30 - 40 °C / Inert atmosphere
4.2: 4 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 1 h / -5 - 5 °C
2.1: triethylamine; isobutyl chloroformate; ammonium hydroxide / dichloromethane / 1 h / -10 - 20 °C
3.1: triethylamine; triethylamine sulfur trioxide; palladium 10% on activated carbon; hydrogen / isopropyl alcohol; water / 20 °C / Sealed tube
3.2: 1 h / 20 °C / Sealed tube
4.1: sodium isooctanoate / water; ethanol / 4 h / 35 - 40 °C
View Scheme
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt
1192651-80-1, 1416134-53-6

({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt

Conditions
ConditionsYield
In water at 20 - 25℃;91.1%
(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt
1192491-61-4

(2S,5R)-1,6-diazabicyclo[3.2.1]octane-2-carboxamide 7-oxo-6-(sulfoxy)monosodium salt

tetrabutylammonium acetate
10534-59-5

tetrabutylammonium acetate

({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt
1192651-80-1, 1416134-53-6

({[(2S,5R)-2-carbamoyl-7-oxo-6-(sulfooxy)-1,6-diazabicyclo[3,2,1]-oct-6-yl]oxy}sulfonyl)tetrabutylammonium salt

Conditions
ConditionsYield
In water at 20 - 25℃;89%

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