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Hebei yanxi chemical co.,LTD.

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

(2R,5S)-5-Fluoro cytosine-1-yl-[1,3]-oxathiolane-2-carboxylic acid menthyl ester CAS NO.764659-72-5

Cas:764659-72-5

Min.Order:1 Metric Ton

FOB Price: $1.0 / 3.0

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

Henan Tianfu Chemical Co., Ltd.

Our advantage:Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scient

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 764659-72-5 with best quality

Cas:764659-72-5

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

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

Qingdao Beluga Import and Export Co., LTD

(2R,5S)-5-(4-amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl)-1,3-Oxathiolane-2-carboxylic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester CAS:764659-72-5 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integ

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

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

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

Saiwante (shanghai) New Material Technology Co., Ltd.

Boiling Point:508.5±60.0 °C(Predicted) PKA:2.40±0.10(Predicted) PSA:122.73000 Density:1.47 LogP:2.89910 Storage Temp.:Refrigerator Solubility.:Chloroform (Slightly), DMSO (Sparingly, Heated), Methanol (Slightly, Sonica

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

High-purity (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Cas:764659-72-5

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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SHANGHAI SYSTEAM BIOCHEM CO., LTD

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

Zibo Dorne chemical technology co. LTD

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

(2R,5S)-5-Fluoro cytosine-1-yl-[1,3]-oxathiolane-2-carboxylic acid menthyl ester

Cas:764659-72-5

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Jiangsu Qianyu Molecular Technology Co., LTD.

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

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,

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

Hunan chemfish Pharmaceutical co.,Ltd

Hunan chemfish Pharmaceutical co.,Ltd.located in Lugu High-tech industral park ,Hunan province . with its own R&D center and more than 10000㎡manufacture plant . Chemfish owns 40 reactors from 1000L to 8000L. With complete auxiliary equipment as

TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

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

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

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 Pudong Int’l A

(R)-(+)-9-(2-Hydroxypropyl)adenine

Cas:764659-72-5

Min.Order:0

Negotiable

Type:Other

inquiry

Suzhou Health Chemicals Co., Ltd.

High quality,stable supply chain.Appearance:white/off-white or light yellow Storage:Store in cool and dry place, keep away from strong light and heat. Package:aluminum bottle,glass bottle,PTFE bottle,cardboard drum Application:This product can be use

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

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

Hangzhou Dingyan Chem Co., Ltd

Hangzhou Dingyan Chem is a leading manufacturer and supplier of chemicals in China.We develop,produce and distribute high quality pharmaceuticals, intermediates, special chemicals and other fine chemicals. We could give you: 1.Best qualit

L-Menthyl emtricitabin

Cas:764659-72-5

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

GIHI CHEMICALS CO.,LIMITED

Lower price, higher purity,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthesis of various pesticides, medicines, s

JINHUA HUAYI CHEMICAL CO., LTD.

Jinhua huayi chemical co., ltd. is dedicated to the development, production and marketing of chemicals. On the basis of equality and mutual benefit, and under the principle of customer first, credit first, quality first, we are ready to join hands

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

Synthetic route

C21H31FN4O4S

C21H31FN4O4S

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane; water at 20 - 25℃;96.7%
Flucytosine
2022-85-7

Flucytosine

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate
147027-09-6

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate With triethylsilane; iodine In dichloromethane at 0℃; for 1h; Inert atmosphere;
Stage #2: Flucytosine With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane at 0 - 20℃; for 1h; Reagent/catalyst; Inert atmosphere; stereoselective reaction;
91%
Stage #1: Flucytosine With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane at 25 - 130℃; Inert atmosphere;
Stage #2: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5R)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate With zirconium(IV) chloride In dichloromethane at 25 - 30℃; for 6h; Inert atmosphere;
80%
2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine
111878-21-8

2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine

5S-chloro-[1,3]oxathiolane-2R-carboxilic acid 2-(1'R,2'S,5'R)-isopropyl-5-methyl-cyclohexyl ester
288325-76-8

5S-chloro-[1,3]oxathiolane-2R-carboxilic acid 2-(1'R,2'S,5'R)-isopropyl-5-methyl-cyclohexyl ester

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Stage #1: 2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine; 5S-chloro-[1,3]oxathiolane-2R-carboxilic acid 2-(1'R,2'S,5'R)-isopropyl-5-methyl-cyclohexyl ester With triethylamine In dichloromethane at 42 - 45℃; for 19h; Heating / reflux;
Stage #2: With water at 25℃; for 0.5h;
81%
Flucytosine
2022-85-7

Flucytosine

5R-hydroxy-[1,3]oxathiolane-2R-carboxylic acid 2-(1'R,2'S,5'R)-isopropyl-5-methyl-cyclohexyl ester

5R-hydroxy-[1,3]oxathiolane-2R-carboxylic acid 2-(1'R,2'S,5'R)-isopropyl-5-methyl-cyclohexyl ester

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Stage #1: 5R-hydroxy-[1,3]oxathiolane-2R-carboxylic acid 2-(1'R,2'S,5'R)-isopropyl-5-methyl-cyclohexyl ester With thionyl chloride In dichloromethane at 0 - 15℃; for 2h;
Stage #2: Flucytosine With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane In toluene Reflux;
Stage #3: With triethylamine at 90℃; Reflux;
50.5%
Stage #1: 5R-hydroxy-[1,3]oxathiolane-2R-carboxylic acid 2-(1'R,2'S,5'R)-isopropyl-5-methyl-cyclohexyl ester With thionyl chloride In dichloromethane; toluene; N,N-dimethyl-d6-formamide at 10 - 15℃; for 2h;
Stage #2: Flucytosine With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane; N,N-dimethyl-formamide; toluene Reflux; Further stages;
50.5%
5-chloro-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester

5-chloro-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Stage #1: Flucytosine With methanesulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane In toluene for 3h;
Stage #2: 5-chloro-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester With triethylamine In dichloromethane at 20 - 25℃; for 20 - 21h; Heating / reflux;
Multi-step reaction with 4 steps
1.1: triethylamine / dichloromethane / 8 - 50 °C
2.1: toluene / 1 h / Molecular sieve
3.1: toluene / 75 - 80 °C
4.1: methanesulfonic acid / methanol / 4 h
4.2: 0.17 h
View Scheme
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate
147126-65-6

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Stage #1: Flucytosine With methanesulfonic acid; 1,1,1,3,3,3-hexamethyl-disilazane In toluene for 3h; Heating / reflux;
Stage #2: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(methylcarbonyloxy)-1,3-oxathiolane-2-carboxylate With trimethylsilyl iodide In dichloromethane at 20℃; for 2h;
Flucytosine
2022-85-7

Flucytosine

(2R,5R)-5-hydroxy-[1,3]-oxathiolane-2-carboxylic acid, 2S-isopropyl-5R-methyl-1R-cyclohexyl ester

(2R,5R)-5-hydroxy-[1,3]-oxathiolane-2-carboxylic acid, 2S-isopropyl-5R-methyl-1R-cyclohexyl ester

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Stage #1: (2R,5R)-5-hydroxy-[1,3]-oxathiolane-2-carboxylic acid, 2S-isopropyl-5R-methyl-1R-cyclohexyl ester With thionyl chloride; methanesulfonic acid; N,N-dimethyl-formamide In dichloromethane at 8 - 20℃; for 8h; Heating / reflux;
Stage #2: Flucytosine With 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane; toluene for 5h; Heating / reflux;
Stage #3: With triethylamine In dichloromethane; water; toluene at 25 - 65℃; for 6h; pH=7.8; Heating / reflux;
(2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-isopropylcyclohexyl ester
147126-62-3

(2R,5R)-5-hydroxy-1,3-oxathiolane-2-carboxylic acid (1R,2S,5R)-5-methyl-2-isopropylcyclohexyl ester

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: pyridine / dmap / di-isopropyl ether / 5 - 20 °C
2.1: 1,1,1,3,3,3-hexamethyl-disilazane / methanesulfonic acid / toluene / 6 h / Reflux
2.2: 10 - 55 °C
3.1: methanesulfonic acid / di-isopropyl ether; methanol / 0.83 h / 20 °C
3.2: 1 h / 20 °C
View Scheme
(1'R,2'S,5'R)-menthyl-5(R,S)-acetoxy-[1,3]-oxathiolane-2R-carboxylate
1144099-18-2

(1'R,2'S,5'R)-menthyl-5(R,S)-acetoxy-[1,3]-oxathiolane-2R-carboxylate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,1,1,3,3,3-hexamethyl-disilazane / methanesulfonic acid / toluene / 6 h / Reflux
1.2: 10 - 55 °C
2.1: methanesulfonic acid / di-isopropyl ether; methanol / 0.83 h / 20 °C
2.2: 1 h / 20 °C
View Scheme
C21H30FN3O5S

C21H30FN3O5S

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Stage #1: C21H30FN3O5S With methanesulfonic acid In methanol; di-isopropyl ether at 20℃; for 0.833333h;
Stage #2: With triethylamine In hexane; water; ethyl acetate at 20℃; for 1h;
C21H32NO4S(1+)*I(1-)

C21H32NO4S(1+)*I(1-)

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: toluene / 75 - 80 °C
2.1: methanesulfonic acid / methanol / 4 h
2.2: 0.17 h
View Scheme
5-(4-acetylamino-5-fluoro-2-oxo-2H-pyrimidin-1-yl)-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester
1321928-75-9

5-(4-acetylamino-5-fluoro-2-oxo-2H-pyrimidin-1-yl)-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Stage #1: 5-(4-acetylamino-5-fluoro-2-oxo-2H-pyrimidin-1-yl)-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester With methanesulfonic acid In methanol for 4h;
Stage #2: With sodium hydrogencarbonate In methanol; dichloromethane; water for 0.166667h; Product distribution / selectivity;
5-(pyridin-2-yloxy)-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester
1321928-66-8

5-(pyridin-2-yloxy)-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methyl-cyclohexyl ester

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene / 1 h / Molecular sieve
2.1: toluene / 75 - 80 °C
3.1: methanesulfonic acid / methanol / 4 h
3.2: 0.17 h
View Scheme
5-hydroxy-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methylcyclohexyl ester
1309459-32-2

5-hydroxy-[1,3]oxathiolane-2-carboxylic acid 2-isopropyl-5-methylcyclohexyl ester

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: N,N-dimethyl-formamide; methanesulfonic acid / dichloromethane / 8 - 12 °C
1.2: 2 h / 8 - 12 °C
2.1: triethylamine / dichloromethane / 8 - 50 °C
3.1: toluene / 1 h / Molecular sieve
4.1: toluene / 75 - 80 °C
5.1: methanesulfonic acid / methanol / 4 h
5.2: 0.17 h
View Scheme
L-menthol glyoxylate monohydrate
111969-64-3

L-menthol glyoxylate monohydrate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / toluene / 50 - 115 °C
2.1: pyridine / dichloromethane / 0 - 5 °C / Inert atmosphere
3.1: 1,1,1,3,3,3-hexamethyl-disilazane; chloro-trimethyl-silane / 25 - 130 °C / Inert atmosphere
3.2: 6 h / 25 - 30 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / toluene / 2 h / 120 °C / Dean-Stark
1.2: 4 h / Reflux
1.3: 16 h / 0 °C
2.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere
3.1: triethylsilane; iodine / dichloromethane / 1 h / 0 °C / Inert atmosphere
3.2: 1 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / toluene / 2 h / 120 °C / Dean-Stark
1.2: 4 h / Reflux
1.3: 16 h / 0 °C
2.1: acetic anhydride; pyridine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere
2.2: 72 h / -20 °C
3.1: triethylsilane; iodine / dichloromethane / 1 h / 0 °C / Inert atmosphere
3.2: 1 h / 0 - 20 °C / Inert atmosphere
View Scheme
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate
200396-19-6

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 5-hydroxy-1,3-oxathiolane-2-carboxylate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere
2.1: triethylsilane; iodine / dichloromethane / 1 h / 0 °C / Inert atmosphere
2.2: 1 h / 0 - 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: acetic anhydride; pyridine / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere
1.2: 72 h / -20 °C
2.1: triethylsilane; iodine / dichloromethane / 1 h / 0 °C / Inert atmosphere
2.2: 1 h / 0 - 20 °C / Inert atmosphere
View Scheme
trans 5-chloro-1,3-oxathiolane-2-carboxylic acid menthyl ester

trans 5-chloro-1,3-oxathiolane-2-carboxylic acid menthyl ester

2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine
111878-21-8

2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
With triethylamine at 75℃; for 7h;15.42 g
(-)-menthol
2216-51-5

(-)-menthol

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: dichloro-acetic acid; dmap; dicyclohexyl-carbodiimide / hexane / 8 h / -5 - 100 °C
2.1: tetrabutylammomium bromide / water / 5 h / 95 °C
3.1: acetic acid / toluene / 100 °C / Inert atmosphere
3.2: 2 h / 20 - 80 °C
4.1: bis(trichloromethyl) carbonate; pyridine / dichloromethane / 6 h / -5 - 25 °C
5.1: triethylamine / 7 h / 75 °C
View Scheme
(1R,2S,5R)-(-)-menthyl dichloroacetate
21758-30-5

(1R,2S,5R)-(-)-menthyl dichloroacetate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: tetrabutylammomium bromide / water / 5 h / 95 °C
2.1: acetic acid / toluene / 100 °C / Inert atmosphere
2.2: 2 h / 20 - 80 °C
3.1: bis(trichloromethyl) carbonate; pyridine / dichloromethane / 6 h / -5 - 25 °C
4.1: triethylamine / 7 h / 75 °C
View Scheme
L-menthyl glyoxylate
26315-61-7

L-menthyl glyoxylate

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / toluene / 100 °C / Inert atmosphere
1.2: 2 h / 20 - 80 °C
2.1: bis(trichloromethyl) carbonate; pyridine / dichloromethane / 6 h / -5 - 25 °C
3.1: triethylamine / 7 h / 75 °C
View Scheme
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

emtricitabine
143491-57-0

emtricitabine

Conditions
ConditionsYield
With sodium tetrahydroborate; dipotassium hydrogenphosphate; water; sodium hydroxide In ethanol at 20℃; Temperature;70%
Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate With sodium tetrahydroborate In methanol at -5℃; for 5h; Inert atmosphere;
Stage #2: With isopropyl alcohol In water at 60℃; for 1h;
Stage #3: With methanol In water Product distribution / selectivity;
65%
With methanol; sodium tetrahydroborate at -7 - -5℃; for 6h; Product distribution / selectivity; Inert atmosphere;65%
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

2',3'-dideoxy-5-fluoro-3'-thiacytidine hydrochloride
258832-61-0

2',3'-dideoxy-5-fluoro-3'-thiacytidine hydrochloride

Conditions
ConditionsYield
Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate With dipotassium hydrogenphosphate; water In ethanol at 15 - 20℃; for 1.16667h;
Stage #2: With sodium hydroxide; sodium tetrahydroborate In ethanol; water at 18 - 22℃; for 4h;
Stage #3: With hydrogenchloride In water pH=6 - 6.5;
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

succinic acid
110-15-6

succinic acid

lamivudine succinic acid
1235712-39-6

lamivudine succinic acid

Conditions
ConditionsYield
Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate With sodium tetrahydroborate; dipotassium hydrogenphosphate; water; sodium hydroxide In methanol; ethanol at 12 - 20℃; for 3h;
Stage #2: succinic acid In water at 20℃; for 10h;
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

o-fluoro-benzoic acid
445-29-4

o-fluoro-benzoic acid

4-amino-5-fluoro-1-((2R,5S)-2-hydroxymethyl-[1,3]oxathiolane-5-yl)-1H-pyrimidin-2-one 2-fluorobenzoic acid salt
1321928-76-0

4-amino-5-fluoro-1-((2R,5S)-2-hydroxymethyl-[1,3]oxathiolane-5-yl)-1H-pyrimidin-2-one 2-fluorobenzoic acid salt

Conditions
ConditionsYield
Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate With sodium tetrahydroborate; dipotassium hydrogenphosphate; sodium hydroxide In industrially methylated spirit; water at 18 - 22℃; for 4h;
Stage #2: o-fluoro-benzoic acid In water at 22 - 42℃;
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate
764659-72-5

(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathialane-2-carboxylate

C18H26FN3O4S*ClH

C18H26FN3O4S*ClH

Conditions
ConditionsYield
Stage #1: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,5S)-5-(4-amino-5-fluoro-2-oxo-1,2-dihydro-1-pyrimidinyl)-1,3-oxathiolane-2-carboxylate With sodium tetrahydroborate; potassium dihydrogenphosphate; sodium hydroxide In ethanol; water at 10 - 30℃;
Stage #2: With hydrogenchloride In ethanol; water for 0.5h; pH=4 - 5;
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