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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% Thienamycin 59995-64-1 GMP Manufacturer

Cas:59995-64-1

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

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 according to the contract research and development services for the fine chemicals, ph

Thienamycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

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

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

1-Azabicyclo[3.2.0]hept-2-ene-2-carboxylicacid, 3-[(2-aminoethyl)thio]-6-[(1R)-1-hydroxyethyl]-7-oxo-, (5R,6S)-

Cas:59995-64-1

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

Thienamycin

Cas:59995-64-1

Min.Order:1 Kilogram

FOB Price: $40.0 / 50.0

Type:Lab/Research institutions

inquiry

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

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

THIENAMYCIN

Cas:59995-64-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

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

Zibo Hangyu Biotechnology Development Co., Ltd

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

Thienamycin

Cas:59995-64-1

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

TaiChem Taizhou Limited

Established in May 2015, TaiChem Ltd. is initially invested by a British research and development company and started by PhDs back from aboard. The company is registered in China Medical City (CMC), Taizhou, Jiangsu Province, and the production site

Thienamycin

Cas:59995-64-1

Min.Order:10 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

(3As,7As)-Octahydro-2-benzofuran

Cas:59995-64-1

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

Thienamycin

Cas:59995-64-1

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

Thienamycin

Cas:59995-64-1

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

Thienamycin

Cas:59995-64-1

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

Thienamycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

Thienamycin

Cas:59995-64-1

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

Sinoway Industrial Co., Ltd.

Why is SINOWAY:1) Specialized in pharmaceutical and healthcare industrial since 19872) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days.4) We have warehouse in USA with quickly shipment .5) We can do different t

99% up by HPLC Thienamycin 59995-64-1

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

Thienamycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Guangzhou Lanning Biotechnology Co., Ltd

Imipenem series impurities ,in stock. The company has its own research and development laboratory, which can accept customization. Spot products are shipped on the same day, with stable quality and price advantages. Fast delivery speed. Appearance:

Imipenem EP impurity A

Cas:59995-64-1

Min.Order:10 Milligram

FOB Price: $11.0 / 22.0

Type:Lab/Research institutions

inquiry

Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

Hunan Russell Chemicals Technology Co.,Ltd

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:any port in China

Thienamycin 59995-64-1

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hubei Langyou International Trading Co., Ltd

Thienamycin Application:Thienamycin

Thienamycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Other

inquiry

DB BIOTECH CO., LTD

best seller Application:API

Thienamycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

ThienamycinAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by express

Thienamycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Other

inquiry

Shaanxi Cuicheng Biomedical Technology Co., Ltd.

factory?direct?saleAppearance:powder Storage:In cool ,dry place Package:G/bottle; Kg/bag; 2060kg/barrel Application:for pharma use Transportation:Air or sea freight Port:Any main ports of China

thiomycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Other

inquiry

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

Thienamycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

59995-64-1

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hebei Muhuang Technology Co., Ltd

best seller Application:API

Thienamycin

Cas:59995-64-1

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Synthetic route

p-nitrobenzyl (5R,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-2-em-3-carboxylate
64067-13-6

p-nitrobenzyl (5R,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-2-em-3-carboxylate

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal under 2068.6 Torr;
formamidine acetic acid
3473-63-0

formamidine acetic acid

A

thienamycin
59995-64-1

thienamycin

B

(R)-5-((1R,2R)-1-Carbamoyl-2-hydroxy-propyl)-3-(2-formimidoylamino-ethylsulfanyl)-1-formyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
130641-22-4

(R)-5-((1R,2R)-1-Carbamoyl-2-hydroxy-propyl)-3-(2-formimidoylamino-ethylsulfanyl)-1-formyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid

Conditions
ConditionsYield
at 20℃; Rate constant; Product distribution;
Conditions
ConditionsYield
With hydroxide at 20℃; Rate constant;
(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[3-benzyloxycarbonyl-2-oxo-3-diazopropyl] azetidin-2-one

(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[3-benzyloxycarbonyl-2-oxo-3-diazopropyl] azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multistep reaction;
2-Diazo-4-[(2R,3S)-3-((R)-1-formyloxy-ethyl)-4-oxo-azetidin-2-yl]-3-oxo-butyric acid 4-nitro-phenyl ester

2-Diazo-4-[(2R,3S)-3-((R)-1-formyloxy-ethyl)-4-oxo-azetidin-2-yl]-3-oxo-butyric acid 4-nitro-phenyl ester

ethane-1,2-dithiol
540-63-6

ethane-1,2-dithiol

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane; isopropyl alcohol at 25℃; for 96h;
4-nitrobenzyl (2R,5R,6S)-6-[(1R)-1-hydroxyethyl]-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate
75363-99-4

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

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: DMAP, i-Pr2NEt / acetonitrile / 0 °C
2: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
3: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[3-(4-nitrobenzyl)-oxycarbonyl-2-oxopropyl]azetidin-2-one
75321-07-2

(3S,4R)-3-[(R)-1-hydroxyethyl]-4-[3-(4-nitrobenzyl)-oxycarbonyl-2-oxopropyl]azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
2: rhodium(II) acetate / benzene / 80 °C
3: DMAP, i-Pr2NEt / acetonitrile / 0 °C
4: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
5: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-3-[(R)-1-hydroxyethyl)-4-[3-(4-nitrobenzyl)oxycarbonyl-2-oxo-3-diazopropyl]azetidin-2-one
74288-39-4

(3S,4R)-3-[(R)-1-hydroxyethyl)-4-[3-(4-nitrobenzyl)oxycarbonyl-2-oxo-3-diazopropyl]azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: rhodium(II) acetate / benzene / 80 °C
2: DMAP, i-Pr2NEt / acetonitrile / 0 °C
3: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
4: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-1-(tert-Butyldimethylsilyl)-3-<(1R)-1-hydroxyethyl>-4-(carboxymethyl)azetidin-2-one
75321-05-0

(3S,4R)-1-(tert-Butyldimethylsilyl)-3-<(1R)-1-hydroxyethyl>-4-(carboxymethyl)azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: tetrahydrofuran / Ambient temperature
2: 86 percent / tetrahydrofuran / Ambient temperature
3: HCl / methanol
4: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
5: rhodium(II) acetate / benzene / 80 °C
6: DMAP, i-Pr2NEt / acetonitrile / 0 °C
7: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
8: H2 / Pd/C / 2068.6 Torr
View Scheme
(S)-1-(tert-Butyl-dimethyl-silanyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one
75321-01-6

(S)-1-(tert-Butyl-dimethyl-silanyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 82 percent Turnov. / LDA / tetrahydrofuran / -78 °C
2: K-Selectride, KI / diethyl ether / 25 °C
3: 93 percent / HgCl2, HgO / methanol; H2O / Heating
4: 76 percent / hydrogen peroxide / methanol; H2O
5: tetrahydrofuran / Ambient temperature
6: 86 percent / tetrahydrofuran / Ambient temperature
7: HCl / methanol
8: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
9: rhodium(II) acetate / benzene / 80 °C
10: DMAP, i-Pr2NEt / acetonitrile / 0 °C
11: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
12: H2 / Pd/C / 2068.6 Torr
View Scheme
Multi-step reaction with 11 steps
1: LDA / tetrahydrofuran / -78 °C
2: 93 percent / HgCl2, HgO / methanol; H2O / Heating
3: 76 percent / hydrogen peroxide / methanol; H2O
4: tetrahydrofuran / Ambient temperature
5: 86 percent / tetrahydrofuran / Ambient temperature
6: HCl / methanol
7: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
8: rhodium(II) acetate / benzene / 80 °C
9: DMAP, i-Pr2NEt / acetonitrile / 0 °C
10: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
11: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-1-(t-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-(2-oxo-2-trimethylsilylethyl)-azetidin-2-one
75321-04-9

(3S,4R)-1-(t-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-(2-oxo-2-trimethylsilylethyl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 76 percent / hydrogen peroxide / methanol; H2O
2: tetrahydrofuran / Ambient temperature
3: 86 percent / tetrahydrofuran / Ambient temperature
4: HCl / methanol
5: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
6: rhodium(II) acetate / benzene / 80 °C
7: DMAP, i-Pr2NEt / acetonitrile / 0 °C
8: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
9: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-((R)-1-hydroxy-ethyl)-4-(2-imidazol-1-yl-2-oxo-ethyl)-azetidin-2-one
75333-88-9

(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-((R)-1-hydroxy-ethyl)-4-(2-imidazol-1-yl-2-oxo-ethyl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 86 percent / tetrahydrofuran / Ambient temperature
2: HCl / methanol
3: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
4: rhodium(II) acetate / benzene / 80 °C
5: DMAP, i-Pr2NEt / acetonitrile / 0 °C
6: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
7: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-3-Acetyl-1-(tert-butyl-dimethyl-silanyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one
77551-48-5

(3S,4R)-3-Acetyl-1-(tert-butyl-dimethyl-silanyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1: K-Selectride, KI / diethyl ether / 25 °C
2: 93 percent / HgCl2, HgO / methanol; H2O / Heating
3: 76 percent / hydrogen peroxide / methanol; H2O
4: tetrahydrofuran / Ambient temperature
5: 86 percent / tetrahydrofuran / Ambient temperature
6: HCl / methanol
7: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
8: rhodium(II) acetate / benzene / 80 °C
9: DMAP, i-Pr2NEt / acetonitrile / 0 °C
10: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
11: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-1-(t-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-(3-p-nitrobenzyloxycarbonyl-2-oxopropyl)-azetidin-2-one
75321-06-1

(3S,4R)-1-(t-butyldimethylsilyl)-3-[(R)-1-hydroxyethyl]-4-(3-p-nitrobenzyloxycarbonyl-2-oxopropyl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: HCl / methanol
2: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
3: rhodium(II) acetate / benzene / 80 °C
4: DMAP, i-Pr2NEt / acetonitrile / 0 °C
5: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
6: H2 / Pd/C / 2068.6 Torr
View Scheme
p-nitrobenzyl (5R,6S)-2-diphenoxy phosphoryloxy-6-[(R)-1-hydroxyethyl]-1-carbapen-2-em-3-carboxylate
75321-08-3

p-nitrobenzyl (5R,6S)-2-diphenoxy phosphoryloxy-6-[(R)-1-hydroxyethyl]-1-carbapen-2-em-3-carboxylate

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
2: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-(1-hydroxy-ethyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one
75321-02-7, 75363-98-3, 75364-00-0, 80735-71-3

(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-(1-hydroxy-ethyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1: 88 percent / TFAA, Me2SO, Et3N / CH2Cl2 / -78 °C
2: K-Selectride, KI / diethyl ether / 25 °C
3: 93 percent / HgCl2, HgO / methanol; H2O / Heating
4: 76 percent / hydrogen peroxide / methanol; H2O
5: tetrahydrofuran / Ambient temperature
6: 86 percent / tetrahydrofuran / Ambient temperature
7: HCl / methanol
8: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
9: rhodium(II) acetate / benzene / 80 °C
10: DMAP, i-Pr2NEt / acetonitrile / 0 °C
11: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
12: H2 / Pd/C / 2068.6 Torr
View Scheme
(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-((R)-1-hydroxy-ethyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one
75321-02-7

(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-((R)-1-hydroxy-ethyl)-4-(2-trimethylsilanyl-[1,3]dithian-2-ylmethyl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1: 93 percent / HgCl2, HgO / methanol; H2O / Heating
2: 76 percent / hydrogen peroxide / methanol; H2O
3: tetrahydrofuran / Ambient temperature
4: 86 percent / tetrahydrofuran / Ambient temperature
5: HCl / methanol
6: 90 percent / p-carboxybenzenesulfonyl azide, Et3N / acetonitrile / 0 - 20 °C
7: rhodium(II) acetate / benzene / 80 °C
8: DMAP, i-Pr2NEt / acetonitrile / 0 °C
9: 70 percent / i-Pr2NEt / acetonitrile / -5 °C
10: H2 / Pd/C / 2068.6 Torr
View Scheme
2-Diazo-4-[(2R,3S)-3-((S)-1-hydroxy-ethyl)-4-oxo-azetidin-2-yl]-3-oxo-butyric acid 4-nitro-phenyl ester

2-Diazo-4-[(2R,3S)-3-((S)-1-hydroxy-ethyl)-4-oxo-azetidin-2-yl]-3-oxo-butyric acid 4-nitro-phenyl ester

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
2: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
4-{(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-diazo-3-oxo-butyric acid 4-nitro-phenyl ester

4-{(2R,3S)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-diazo-3-oxo-butyric acid 4-nitro-phenyl ester

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl / methanol; H2O
2: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
3: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(3R,4R)-4-acetoxy-3-<(S)-1-(tert-butyldimethylsilyloxy)ethyl>-2-azetidinone
78963-60-7

(3R,4R)-4-acetoxy-3-<(S)-1-(tert-butyldimethylsilyloxy)ethyl>-2-azetidinone

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 83 percent / ZnCl2 / CH2Cl2
2: HCl / methanol; H2O
3: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
4: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carbaldehyde
102046-01-5

(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carbaldehyde

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 86 percent / Jones reagent
2: 81 percent / acetic acid
3: 83 percent / ZnCl2 / CH2Cl2
4: HCl / methanol; H2O
5: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
6: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carbaldehyde
102129-89-5

(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carbaldehyde

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 96 percent / Jones reagent
2: 80 percent / acetic acid
3: 83 percent / ZnCl2 / CH2Cl2
4: HCl / methanol; H2O
5: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
6: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carboxylic acid
102129-88-4

(2S,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carboxylic acid

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 81 percent / acetic acid
2: 83 percent / ZnCl2 / CH2Cl2
3: HCl / methanol; H2O
4: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
5: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carboxylic acid
102129-90-8

(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidine-2-carboxylic acid

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 80 percent / acetic acid
2: 83 percent / ZnCl2 / CH2Cl2
3: HCl / methanol; H2O
4: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
5: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
<3S,4S(E)>-3-<1(S)-hydroxyethyl>-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone
101977-77-9

<3S,4S(E)>-3-<1(S)-hydroxyethyl>-1-(4-methoxyphenyl)-4-(2-phenylethenyl)-2-azetidinone

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 88 percent / silylation
2: 1.) cerric ammonium nitrate / 2.) silylation
3: 91 percent / 1.) O3; 2.) Me2S / CH2Cl2 / -78 °C
4: 96 percent / Jones reagent
5: 80 percent / acetic acid
6: 83 percent / ZnCl2 / CH2Cl2
7: HCl / methanol; H2O
8: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
9: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(1'S,3S,4S)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone
101977-83-7

(1'S,3S,4S)-3-(1'-<(tert-butyldimethylsilyl)oxy>ethyl)-1-(4'-methoxyphenyl)-4-(2'-phenylethenyl)-2-azetidinone

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 1.) cerric ammonium nitrate / 2.) silylation
2: 91 percent / 1.) O3; 2.) Me2S / CH2Cl2 / -78 °C
3: 96 percent / Jones reagent
4: 80 percent / acetic acid
5: 83 percent / ZnCl2 / CH2Cl2
6: HCl / methanol; H2O
7: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
8: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-((E)-styryl)-azetidin-2-one
102045-99-8

(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-((E)-styryl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 85 percent / 1.) O3; 2.) Me2S / CH2Cl2 / -78 °C
2: 86 percent / Jones reagent
3: 81 percent / acetic acid
4: 83 percent / ZnCl2 / CH2Cl2
5: HCl / methanol; H2O
6: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
7: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(3S,4S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-((E)-styryl)-azetidin-2-one
102046-00-4

(3S,4S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(S)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-((E)-styryl)-azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 91 percent / 1.) O3; 2.) Me2S / CH2Cl2 / -78 °C
2: 96 percent / Jones reagent
3: 80 percent / acetic acid
4: 83 percent / ZnCl2 / CH2Cl2
5: HCl / methanol; H2O
6: 95 percent / Ph3P, HCOOH, EtO2CNNCO2Et / Mitsunobu's method
7: p-toluenesulfonic acid / CH2Cl2; propan-2-ol / 96 h / 25 °C
View Scheme
(3R,4R)-4-acetoxy-3-[(1R)-1-hydroxyethyl]azetidin-2-one
87037-95-4, 103365-27-1, 119720-15-9, 122673-16-9, 122673-17-0, 82938-53-2

(3R,4R)-4-acetoxy-3-[(1R)-1-hydroxyethyl]azetidin-2-one

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / ZnI2
View Scheme
(2S,3S)-3-Acetyl-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidine-2-carboxylic acid
82938-52-1

(2S,3S)-3-Acetyl-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidine-2-carboxylic acid

thienamycin
59995-64-1

thienamycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 70 percent / Diisopropylamine*borane, magnesium trifluoroacetate
2: 82 percent / dimethylformamide; acetic acid / 70 °C
3: 81 percent / ZnI2
View Scheme
thienamycin
59995-64-1

thienamycin

4-nitrobenzyl chloroformate
4457-32-3

4-nitrobenzyl chloroformate

N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt
64066-86-0

N-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin lithium salt

Conditions
ConditionsYield
With lithium hydroxide; sodium hydrogencarbonate 1.) H2O, dioxane, ice/NaCl bath; 2.) ethyl acetate, 0.05 M LiOH; Yield given. Multistep reaction;
With lithium hydroxide; sodium hydrogencarbonate 1.) H2O, dioxane, 10 min, 2.) EtOAc; Yield given. Multistep reaction;
thienamycin
59995-64-1

thienamycin

p-nitrobenzyl (5R,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-2-em-3-carboxylate
64067-13-6

p-nitrobenzyl (5R,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-2-em-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaHCO3, 2.) LiOH / 1.) H2O, dioxane, 10 min, 2.) EtOAc
2: HMPA / 2.5 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 1.) NaHCO3, 2.) LiOH / 1.) H2O, dioxane, ice/NaCl bath; 2.) ethyl acetate, 0.05 M LiOH
2: 46 percent / hexamethylphosphoric acid triamide / 3 h / Ambient temperature
View Scheme
thienamycin
59995-64-1

thienamycin

p-nitrobenzyl (3S,5S,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-1-em-3-carboxylate
72778-08-6

p-nitrobenzyl (3S,5S,6S)-2-<<2-<<<(p-nitrobenzyl)oxy>carbonyl>amino>ethyl>thio>-6-<(R)-1-hydroxyethyl>carbapen-1-em-3-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) NaHCO3, 2.) LiOH / 1.) H2O, dioxane, 10 min, 2.) EtOAc
2: HMPA / 2.5 h / Ambient temperature
3: 24 percent / 1,5-diazabicyclo<5.4.0>ondec-5-ene / dimethylsulfoxide / 0.17 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 1.) NaHCO3, 2.) LiOH / 1.) H2O, dioxane, ice/NaCl bath; 2.) ethyl acetate, 0.05 M LiOH
2: 46 percent / hexamethylphosphoric acid triamide / 3 h / Ambient temperature
3: 21 percent / DBU / dimethylsulfoxide / 0.5 h
View Scheme
thienamycin
59995-64-1

thienamycin

Δ1-thienamycin
77171-32-5

Δ1-thienamycin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) NaHCO3, 2.) LiOH / 1.) H2O, dioxane, 10 min, 2.) EtOAc
2: HMPA / 2.5 h / Ambient temperature
3: 24 percent / 1,5-diazabicyclo<5.4.0>ondec-5-ene / dimethylsulfoxide / 0.17 h / Ambient temperature
4: 63 percent / H2 / 10percent Pd/c / tetrahydrofuran; ethanol / 0.5 h / Ambient temperature; phosphate buffer pH 7
View Scheme
thienamycin
59995-64-1

thienamycin

3-Hydroxy-5-[(1S,2R)-2-hydroxy-1-(morpholine-4-carbonyl)-propyl]-1H-pyrrole-2-carboxylic acid 4-nitro-benzyl ester

3-Hydroxy-5-[(1S,2R)-2-hydroxy-1-(morpholine-4-carbonyl)-propyl]-1H-pyrrole-2-carboxylic acid 4-nitro-benzyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) NaHCO3, 2.) LiOH / 1.) H2O, dioxane, 10 min, 2.) EtOAc
2: HMPA / 2.5 h / Ambient temperature
3: 2.1 mg / tetrahydrofuran / 96 h / Ambient temperature
View Scheme
thienamycin
59995-64-1

thienamycin

(2S,5S,6S)-3-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanyl]-6-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-3-ene-2-carboxylic acid 4-nitro-benzyl ester
72843-08-4

(2S,5S,6S)-3-[2-(4-Nitro-benzyloxycarbonylamino)-ethylsulfanyl]-6-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-3-ene-2-carboxylic acid 4-nitro-benzyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1.) NaHCO3, 2.) LiOH / 1.) H2O, dioxane, ice/NaCl bath; 2.) ethyl acetate, 0.05 M LiOH
2: 46 percent / hexamethylphosphoric acid triamide / 3 h / Ambient temperature
3: 21 percent / DBU / dimethylsulfoxide / 0.5 h
4: 49 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 2.5 h / Ambient temperature
View Scheme
thienamycin
59995-64-1

thienamycin

N-<<(p-nitrobenzyl)oxy>carbonyl>-O-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin p-nitrobenzyl ester
72778-09-7

N-<<(p-nitrobenzyl)oxy>carbonyl>-O-<<(p-nitrobenzyl)oxy>carbonyl>thienamycin p-nitrobenzyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) NaHCO3, 2.) LiOH / 1.) H2O, dioxane, ice/NaCl bath; 2.) ethyl acetate, 0.05 M LiOH
2: 46 percent / hexamethylphosphoric acid triamide / 3 h / Ambient temperature
3: 58 percent / 4-(dimethylamino)pyridine / CH2Cl2 / 2.5 h / Ambient temperature
View Scheme

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