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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's 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. DayangChem can provide different quantities

((2R,3R,4R)-3-(Benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Cas:874638-80-9

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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NewCan Biotech Limited

NewCan Biotech Limited was established in 2021 and is primarily engaged in the research, development, production, and sales of sugars, nucleosides, nucleotides, phosphorylated monomers, as well as next-generation antiviral and antitumor drug intermed

(2R)-3,5-di-O-benzoyl-2-fluoro-2-C-methyl-D-ribono-r-lactone

Cas:874638-80-9

Min.Order:1 Milligram

Negotiable

Type:Trading Company

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ACHIEVER SYSTEAM BIOCHEM CO., LTD.

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate (We are one of a few suppliers that can offer custom synthesis service of this product) We are specialized in custom synthesis, chemical/pharmaceut

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Cas:874638-80-9

Min.Order:100 Gram

FOB Price: $1500.0 / 2200.0

Type:Lab/Research institutions

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Hangzhou Maytime Bio-Tech Co.,Ltd.

We are Top supplier for Sofosbuvir intermediates: (2'R)-2'-deoxy-2'-fluoro-2'-methyluridine CAS :863329-66-2 (2R)-2-deoxy-2-fluoro-2-methyl-d-erythropentonic acid gamma-lactone 3,5-dibenzoate CAS :874638-80-9 N-(2-oxo-1,2-

Sofosbuvir intermediate 874638-80-9

Cas:874638-80-9

Min.Order:1 Metric Ton

Negotiable

Type:Other

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

Wuhan Fortuna Chemical Co.,Ltd

Unique advantages for Sofosbuvir Intermediate Cas 874638-80-9 Guaranteed purity High quality & competitive price Quality control Fast feedback Prompt shipment Appearance:White powder Storage:N/A Package:10g,100g,1kg/foil bag Appli

High quality Sofosbuvir Intermediate Cas 874638-80-9 with best price

Cas:874638-80-9

Min.Order:10 Gram

FOB Price: $12.0 / 16.0

Type:Trading Company

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Hebei yanxi chemical co.,LTD.

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

2-Deoxy-2-fluoro-2-methyl-D-erythropentenoic acid-r-lactone,3,5-dibenzoate

Cas:874638-80-9

Min.Order:1 Metric Ton

FOB Price: $1.0 / 2.0

Type:Manufacturers

inquiry

Henan Allgreen Chemical Co.,Ltd

Good quality Good price Promptly delivery Appearance:white powder Storage:dry dondition Package:According to the demand of customer Application:intermediate Transportation:According to the demand of customer Port:shanghai

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

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

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

(2R)-2-Deoxy-2-fluoro-2-methyl-D-erythropentonic acid gamma-lactone 3,5-dibenzoate

Cas:874638-80-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

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

[(2R,3R,4R)-3-(Benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl]-methyl benzoate

Cas:874638-80-9

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Jinan Finer Chemical Co., Ltd

Name (2R)-2-Deoxy-2-fluoro-2-methyl-D-erythropentonic acid gamma-lactone 3,5-dibenzoate Cas 874638-80-9 Appearance: white powder Capacity:20MT/year Application: Sofosbuvir Intermediate Assay: Min99% Standard: enterprise Molecular

(2R)-2-Deoxy-2-fluoro-2-methyl-D-erythropentonic acid gamma-lactone 3,5-dibenzoate

Cas:874638-80-9

Min.Order:1 Gram

FOB Price: $42.0

Type:Lab/Research institutions

inquiry

LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&amp

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Cas:874638-80-9

Min.Order:1 Gram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 6 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 Scientific and so on.O

874638-80-9 ((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Cas:874638-80-9

Min.Order:1 Kilogram

FOB Price: $1000.0

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can

CAS:874638-80-9 ((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Cas:874638-80-9

Min.Order:1 Metric Ton

FOB Price: $520.0 / 888.0

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 874638-80-9 with best quality

Cas:874638-80-9

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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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 email in time prod

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Cas:874638-80-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Henan Sinotech Import&Export Corporation

Product Name: ((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate Synonyms: (2R)-2-DEOXY-2-FLUORO-2-METHYL-D-ERYTHRO;((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl

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

CAS NO. 874638-80-9 Sofosbuvir Intermediate

Cas:874638-80-9

Min.Order:100 Gram

Negotiable

Type:Other

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Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

D-erythro-Pentonic acid, 2-deoxy-2-fluoro-2-methyl-, γ-lactone, 3,5-dibenzoate, (2R)- 874638-80-9

Cas:874638-80-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Huarong Pharm Co., Ltd.

Hangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the research, development and manufac

(2R)-2-Deoxy-2-fluoro-2-methyl-D-erythropentonic acid gamma-lactone 3,5-dibenzoate

Cas:874638-80-9

Min.Order:1 Gram

FOB Price: $1.0 / 2.0

Type:Lab/Research institutions

inquiry

HANWAYS CHEMPHARM CO.,LIMITED

Wuhan hanweishi Pharmchem Co., Ltd(Hanways chempharm) is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The leading products range are APIs, Hormones, Peptides

Sofosbuvir Intermediate CAS 874638-80-9

Cas:874638-80-9

Min.Order:100 Kilogram

FOB Price: $1.0 / 5.0

Type:Trading Company

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Cas:874638-80-9

Min.Order:1 Kilogram

FOB Price: $120.0 / 142.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate CAS: 874638-80-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate CAS: 874638-80-9

Cas:874638-80-9

Min.Order:1 Gram

Negotiable

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

D-erythro-Pentonic acid, 2-deoxy-2-fluoro-2-methyl-, γ-lactone, 3,5-dibenzoate, (2R)-

Cas:874638-80-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

Basic Information Product Name: ((2R,3R,4R)-3-(BENZOYLOXY)-4-FLUORO-4-METHYL-5-OXOTETRAHYDROFURAN-2-YL)METHYL BENZOATE CAS: 874638-80-9

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate CAS NO.874638-80-9

Cas:874638-80-9

Min.Order:1 Milligram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

inquiry

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:As

(2R)-2-Deoxy-2-fluoro-2-methyl-D-erythropentonic acid gamma-lactone3,5-dibenzoate

Cas:874638-80-9

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate

Cas:874638-80-9

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

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

2R)-2-DEOXY-2-FLUORO-2-METHYL-D-ERYTHROPENTONIC ACID GAMMA-LACTONE 3,5-DIBENZOATE

Cas:874638-80-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

[(2R,3R,4S)-4-fluoro-2,5-dihydroxy-4-methylpentane-1,3-diyl] dibenzoate

[(2R,3R,4S)-4-fluoro-2,5-dihydroxy-4-methylpentane-1,3-diyl] dibenzoate

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 20℃; for 12h; Reagent/catalyst; Solvent; Temperature; Molecular sieve;95%
With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid In dichloromethane; water at 10 - 20℃; for 2.5h;
C11H19FO5
1033394-83-0

C11H19FO5

benzoyl chloride
98-88-4

benzoyl chloride

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Stage #1: C11H19FO5 With hydrogenchloride In ethanol; water at 20℃; for 22h;
Stage #2: benzoyl chloride With pyridine In water; acetonitrile at 0 - 30℃; for 1.16667h; Temperature;
95%
(3R,4R,5R)-3-methyl-3-fluoro-4-benzoyloxy-5-hydroxymethylbutyrolactone

(3R,4R,5R)-3-methyl-3-fluoro-4-benzoyloxy-5-hydroxymethylbutyrolactone

benzoyl chloride
98-88-4

benzoyl chloride

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With pyridine In dichloromethane at 20℃;91%
With triethylamine In dichloromethane at 0 - 20℃; for 3h;87%
With triethylamine In dichloromethane at 0 - 20℃; for 3h;87%
3,5-dibenzoyl-2-deoxy-2-hydroxy-2-methyl-D-ribose-γ-lactone

3,5-dibenzoyl-2-deoxy-2-hydroxy-2-methyl-D-ribose-γ-lactone

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With triethylamine tris(hydrogen fluoride); triethylamine In acetonitrile Cooling with ice;90%
With fluorosulfonyl fluoride; triethylamine tris(hydrogen fluoride); triethylamine In acetonitrile Cooling with ice;87%
Stage #1: 3,5-dibenzoyl-2-deoxy-2-hydroxy-2-methyl-D-ribose-γ-lactone With triethylamine tris(hydrogen fluoride); triethylamine In ethyl acetate at -17℃; for 1h;
Stage #2: With fluorosulfonyl fluoride In ethyl acetate under 750.075 - 3750.38 Torr; Reagent/catalyst; Solvent; Temperature; Cooling;
87.6%
Stage #1: 3,5-dibenzoyl-2-deoxy-2-hydroxy-2-methyl-D-ribose-γ-lactone With triethylamine tris(hydrogen fluoride); triethylamine In acetonitrile
Stage #2: With potassium chloride In acetonitrile at 0℃; for 2h;
83%
(3R,4R,5R)-3‑fluoro‑4‑hydroxy‑5‑(hydroxymethyl)‑3‑methyltetrahydrofuran‑2‑one
879551-04-9

(3R,4R,5R)-3‑fluoro‑4‑hydroxy‑5‑(hydroxymethyl)‑3‑methyltetrahydrofuran‑2‑one

benzoyl chloride
98-88-4

benzoyl chloride

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With pyridine at 20℃; for 0.333333h;87%
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h;86%
With dmap; triethylamine In acetonitrile at 5 - 20℃; for 2h; Temperature;84.2%
3,5-di-O-benzoyl-2-C-methyl-D-ribono-γ-lactone
729596-46-7

3,5-di-O-benzoyl-2-C-methyl-D-ribono-γ-lactone

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Stage #1: 3,5-di-O-benzoyl-2-C-methyl-D-ribono-γ-lactone With pyridine; trifluoromethylsulfonic anhydride In dichloromethane at -40 - 20℃; for 1h;
Stage #2: With fluorosulfonyl fluoride; triethylamine tris(hydrogen fluoride); triethylamine In acetonitrile Cooling with ice;
78%
Multi-step reaction with 3 steps
1.1: pyridine / dichloromethane / 0.08 h / -10 °C
1.2: 20 °C
2.1: dichloromethane; water; dimethyl sulfoxide / Cooling with ice
3.1: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 4 steps
1.1: pyridine / dichloromethane / 0.08 h / -10 °C
1.2: 20 °C
2.1: water / 0.42 h
3.1: triethylamine / water; acetone / 45 °C
4.1: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
benzoyl chloride
98-88-4

benzoyl chloride

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Stage #1: 2-C-methyl-D-ribono-1,4-lactone; benzoyl chloride With triethylamine In dichloromethane Cooling with ice;
Stage #2: With pyridine; trifluoromethylsulfonic anhydride In dichloromethane at -40 - 20℃; for 1h;
Stage #3: With triethylamine tris(hydrogen fluoride); triethylamine In acetonitrile Cooling with ice;
58%
(2R,3R,4R,5S)-5-(4-benzoylamino-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate

(2R,3R,4R,5S)-5-(4-benzoylamino-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4-fluoro-4-methyltetrahydrofuran-3-yl benzoate

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate In 1,4-dioxane for 6h; Solvent; Irradiation;52%
C6H9FO4

C6H9FO4

benzoyl chloride
98-88-4

benzoyl chloride

A

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

B

((2R,3R,4S)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methylbenzoate
1157884-58-6

((2R,3R,4S)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methylbenzoate

Conditions
ConditionsYield
With pyridine optical yield given as %de;
C6H9FO4

C6H9FO4

benzoyl chloride
98-88-4

benzoyl chloride

A

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

B

C20H17FO6

C20H17FO6

Conditions
ConditionsYield
With dmap; triethylamine In acetonitrile at 20 - 40℃;A 12.7 g
B n/a
(2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolane-4-yl]-2,3-dihydroxy-2-methylpropionic acid ethyl ester
93635-76-8

(2S,3R)-3-[(4R)-2,2-dimethyl-[1,3]dioxolane-4-yl]-2,3-dihydroxy-2-methylpropionic acid ethyl ester

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: fluorosulfonyl fluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine tris(hydrogen fluoride) / acetonitrile / 5 h / -15 - 90 °C
2: 2,2-dimethoxy-propane; hydrogenchloride; water / tetrahydrofuran / 3 h / 20 °C
3: hydrogenchloride; water / ethanol / 21 h / 20 °C
4: pyridine / 0.5 h / 20 °C / Cooling with ice
View Scheme
Multi-step reaction with 4 steps
1.1: triethylamine; sulfuryl dichloride / dichloromethane / 2 h / 0 - 20 °C
2.1: tetraethylammonium fluoride / 1,4-dioxane / 16 h / 120 °C
2.2: 3 h / 20 °C
3.1: water; hydrogenchloride / ethanol / 48 h / 20 °C
4.1: pyridine / 0.75 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: Isopropyl acetate; triethylamine; thionyl chloride / acetonitrile / 1 h / 6 - 9 °C
1.2: 0.5 h
2.1: triethylamine tris(hydrogen fluoride) / 2 h / 82 - 85 °C
3.1: hydrogenchloride / 0.5 h / 90 - 92 °C
3.2: 4 h
4.1: triethylamine; dmap / acetonitrile / 2 h / 5 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / ethanol / 15 h / 80 °C
2.1: pyridine / 2-methyltetrahydrofuran / Inert atmosphere
2.2: 0.5 h / 5 - 15 °C
3.1: triethylamine; triethylamine tris(hydrogen fluoride) / acetonitrile
3.2: 2 h / 0 °C
View Scheme
C10H18O6
1351925-17-1

C10H18O6

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: fluorosulfonyl fluoride; triethylamine; 1,8-diazabicyclo[5.4.0]undec-7-ene hydrofluoride / acetonitrile / 5 h / 0 - 55 °C
2: 2,2-dimethoxy-propane; water; sulfuric acid / 1,4-dioxane / 16 h / 20 °C / pH 2 - 3 / Cooling with ice
3: hydrogenchloride; water / ethanol / 18 h / 20 °C
4: pyridine / 0.5 h / 20 °C / Cooling with ice
View Scheme
C11H18FO8S(1-)

C11H18FO8S(1-)

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2,2-dimethoxy-propane; hydrogenchloride; water / tetrahydrofuran / 3 h / 20 °C
2: hydrogenchloride; water / ethanol / 21 h / 20 °C
3: pyridine / 0.5 h / 20 °C / Cooling with ice
View Scheme
C11H19FO5
1033394-83-0

C11H19FO5

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; water / ethanol / 21 h / 20 °C
2: pyridine / 0.5 h / 20 °C / Cooling with ice
View Scheme
C10H16FO8S(1-)

C10H16FO8S(1-)

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 2,2-dimethoxy-propane; water; sulfuric acid / 1,4-dioxane / 16 h / 20 °C / pH 2 - 3 / Cooling with ice
2: hydrogenchloride; water / ethanol / 18 h / 20 °C
3: pyridine / 0.5 h / 20 °C / Cooling with ice
View Scheme
C10H17FO5

C10H17FO5

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride; water / ethanol / 18 h / 20 °C
2: pyridine / 0.5 h / 20 °C / Cooling with ice
View Scheme
(S)-3-((2R,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-fluoro-3-hydroxy-2-methylpropanoyl)-4-benzyloxazolidin-2-one
1616508-45-2

(S)-3-((2R,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-fluoro-3-hydroxy-2-methylpropanoyl)-4-benzyloxazolidin-2-one

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 - 5 °C
2: triethylamine; dmap / tetrahydrofuran / 2 h / 0 - 40 °C
View Scheme
(S)-3-((2R,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-fluoro-3-hydroxy-2-methylpropanoyl)-4-isopropyloxazolidin-2-one
1616508-57-6

(S)-3-((2R,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-fluoro-3-hydroxy-2-methylpropanoyl)-4-isopropyloxazolidin-2-one

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 - 5 °C
2: triethylamine; dmap / tetrahydrofuran / 2 h / 0 - 40 °C
View Scheme
(S)-3-((2R,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-fluoro-3-hydroxy-2-methylpropanoyl)-4-isopropyl-5,5-diphenyloxazolidin-2-one

(S)-3-((2R,3R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-fluoro-3-hydroxy-2-methylpropanoyl)-4-isopropyl-5,5-diphenyloxazolidin-2-one

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 - 5 °C
2: triethylamine; dmap / tetrahydrofuran / 2 h / 0 - 40 °C
View Scheme
C11H18O4
130606-67-6

C11H18O4

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: potassium permanganate / acetone / 5 h / 0 - 5 °C
2.1: triethylamine; sulfuryl dichloride / dichloromethane / 2 h / 0 - 20 °C
3.1: tetraethylammonium fluoride / 1,4-dioxane / 16 h / 120 °C
3.2: 3 h / 20 °C
4.1: water; hydrogenchloride / ethanol / 48 h / 20 °C
5.1: pyridine / 0.75 h / 0 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium hydrogencarbonate; sodium permanganate; ethylene glycol / acetone / 1.5 h / -15 - 10 °C
2.1: Isopropyl acetate; triethylamine; thionyl chloride / acetonitrile / 1 h / 6 - 9 °C
2.2: 0.5 h
3.1: triethylamine tris(hydrogen fluoride) / 2 h / 82 - 85 °C
4.1: hydrogenchloride / 0.5 h / 90 - 92 °C
4.2: 4 h
5.1: triethylamine; dmap / acetonitrile / 2 h / 5 - 20 °C
View Scheme
(4S,5R)-ethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-meth-yl-1,3,2-dioxathiolane-4-carboxylate 2,2-dioxide
879551-01-6

(4S,5R)-ethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-4-meth-yl-1,3,2-dioxathiolane-4-carboxylate 2,2-dioxide

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tetraethylammonium fluoride / 1,4-dioxane / 16 h / 120 °C
1.2: 3 h / 20 °C
2.1: water; hydrogenchloride / ethanol / 48 h / 20 °C
3.1: pyridine / 0.75 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: triethylamine tris(hydrogen fluoride) / 2 h / 82 - 85 °C
2.1: hydrogenchloride / 0.5 h / 90 - 92 °C
2.2: 4 h
3.1: triethylamine; dmap / acetonitrile / 2 h / 5 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: dmap / toluene / 12 h / 60 °C
2.1: tetraethylammonium fluoride / 1,4-dioxane / 16 h / 105 °C
2.2: 3 h / 20 °C
3.1: ethanol / 1 h / Reflux
4.1: hydrogenchloride / water; ethanol / 22 h / 20 °C
4.2: 1.17 h / 0 - 30 °C
View Scheme
C12H21FO4

C12H21FO4

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; hydrogenchloride / ethanol / 48 h / 20 °C
2: pyridine / 0.75 h / 0 - 20 °C
View Scheme
((2R,3R,4R)-3-(benzoyloxy)-4-methyl-5-oxo-4-(((trifluoromethyl)sulfonyl)oxy)tetrahydrofuran-2-yl)methylbenzoate

((2R,3R,4R)-3-(benzoyloxy)-4-methyl-5-oxo-4-(((trifluoromethyl)sulfonyl)oxy)tetrahydrofuran-2-yl)methylbenzoate

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dichloromethane; water; dimethyl sulfoxide / Cooling with ice
2: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 3 steps
1: water / 0.42 h
2: triethylamine / water; acetone / 45 °C
3: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: dimethyl sulfoxide / ethyl acetate
2: triethylamine tris(hydrogen fluoride); triethylamine / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 3 steps
1: 0.5 h / 20 °C
2: triethylamine / acetone / 50 °C
3: triethylamine tris(hydrogen fluoride); triethylamine / acetonitrile / Cooling with ice
View Scheme
((3aR,4R,6aR)-2-(formyloxy)-6a-methyl-6-oxo-2-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylbenzoate

((3aR,4R,6aR)-2-(formyloxy)-6a-methyl-6-oxo-2-phenyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methylbenzoate

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine / water; acetone / 45 °C
2: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / acetone / 50 °C
2: triethylamine tris(hydrogen fluoride); triethylamine / acetonitrile / Cooling with ice
View Scheme
benzoyl chloride
98-88-4

benzoyl chloride

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine / ethyl acetate / Cooling with ice
2.1: pyridine / dichloromethane / 0.08 h / -10 °C
2.2: 20 °C
3.1: dichloromethane; water; dimethyl sulfoxide / Cooling with ice
4.1: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 5 steps
1.1: triethylamine / ethyl acetate / Cooling with ice
2.1: pyridine / dichloromethane / 0.08 h / -10 °C
2.2: 20 °C
3.1: water / 0.42 h
4.1: triethylamine / water; acetone / 45 °C
5.1: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine / ethyl acetate / Cooling with ice
2.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 1 h / -40 - 20 °C
2.2: Cooling with ice
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine / ethyl acetate / Cooling with ice
2.1: pyridine / dichloromethane / 0.08 h / -10 °C
2.2: 20 °C
3.1: dichloromethane; water; dimethyl sulfoxide / Cooling with ice
4.1: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 5 steps
1.1: triethylamine / ethyl acetate / Cooling with ice
2.1: pyridine / dichloromethane / 0.08 h / -10 °C
2.2: 20 °C
3.1: water / 0.42 h
4.1: triethylamine / water; acetone / 45 °C
5.1: triethylamine; triethylamine tris(hydrogen fluoride); fluorosulfonyl fluoride / acetonitrile / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: triethylamine / ethyl acetate / Cooling with ice
2.1: pyridine; trifluoromethylsulfonic anhydride / dichloromethane / 1 h / -40 - 20 °C
2.2: Cooling with ice
View Scheme
C18H22FNO6

C18H22FNO6

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / water; ethanol / 4 h / Reflux
2: triethylamine; dmap / ethyl acetate / 2 h / -5 °C
View Scheme
C10H17FO5

C10H17FO5

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dmap; triethylamine / water; acetonitrile; ethyl acetate / 1 h / 0 - 20 °C / Inert atmosphere; Cooling with ice
1.2: 0.5 h / 0 °C / Inert atmosphere
2.1: Selectfluor / N,N-dimethyl-formamide / 1 h / -40 - 20 °C
View Scheme
C25H29FO6Si

C25H29FO6Si

methyl iodide
74-88-4

methyl iodide

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With Selectfluor In N,N-dimethyl-formamide at -40 - 20℃; for 1h;3.5 g
((2R,3R,4R)-3-(benzoyloxy)-4-methyl-4-((methylsulfonyl)oxy)-5-oxotetrahydrofuran-2-yl)methylbenzoate

((2R,3R,4R)-3-(benzoyloxy)-4-methyl-4-((methylsulfonyl)oxy)-5-oxotetrahydrofuran-2-yl)methylbenzoate

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetra-(n-butyl)ammonium iodide; potassium nitrite / dimethyl sulfoxide; water / 75 °C
2: triethylamine tris(hydrogen fluoride); triethylamine / acetonitrile / Cooling with ice
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran Inert atmosphere;100%
Stage #1: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at -10 - 0℃; Inert atmosphere;
Stage #2: With water; ammonium chloride In tetrahydrofuran Inert atmosphere;
99%
With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at 0℃; for 3h;99%
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

(3R,4R,5R)-3‑fluoro‑4‑hydroxy‑5‑(hydroxymethyl)‑3‑methyltetrahydrofuran‑2‑one
879551-04-9

(3R,4R,5R)-3‑fluoro‑4‑hydroxy‑5‑(hydroxymethyl)‑3‑methyltetrahydrofuran‑2‑one

Conditions
ConditionsYield
With methanesulfonic acid In ethanol for 5h; Reagent/catalyst; Solvent; Reflux;95.3%
With sodium methylate In methanol at 20℃; for 2h;
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

((2R,3R,4R,5R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate
1199809-22-7

((2R,3R,4R,5R)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
In tetrahydrofuran; toluene at -10 - -5℃; for 3h; Inert atmosphere;90%
Stage #1: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at -30 - -10℃; for 1.25h; Inert atmosphere;
Stage #2: With ammonium chloride In tetrahydrofuran; ethyl acetate at 0℃;
77%
With lithium tri(tert-butoxy)aluminum hydride In tetrahydrofuran at -30 - -10℃; for 2.25h; Inert atmosphere;77%
With aluminium In dichloromethane; 2,2,2-trifluoroethanol; toluene at 0 - 10℃;
With lithium tri-(tert-butoxy)aluminum hydride In tetrahydrofuran at -20℃; Inert atmosphere;
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

((2R,3R,4R,5S)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

((2R,3R,4R,5S)-3-(benzoyloxy)-4-fluoro-5-hydroxy-4-methyltetrahydrofuran-2-yl)methyl benzoate

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In tetrahydrofuran; toluene at -10 - -5℃; for 3h; Inert atmosphere;90%
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

(2R)-2-deoxy-2-fluoro-2-methyl-α/β-D-erythro-pentofuranosyl chloride-3,5-dibenzoate

(2R)-2-deoxy-2-fluoro-2-methyl-α/β-D-erythro-pentofuranosyl chloride-3,5-dibenzoate

Conditions
ConditionsYield
Stage #1: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate With 2,2,2-trifluoroethanol; sodium bis(2-methoxyethoxy)aluminium dihydride In acetic acid butyl ester; toluene at -20 - -15℃;
Stage #2: With sulfuryl dichloride; tetrabutylammomium bromide In acetic acid butyl ester; toluene at -20 - 20℃;
86%
Multi-step reaction with 2 steps
1: sodium bis-(2-methoxyethoxy) (2,2,2,trifluoroethoxy) aluminum hydride / toluene; acetic acid butyl ester / -20 - -15 °C
2: tetrabutylammomium bromide; sulfuryl dichloride / toluene; acetic acid butyl ester / 1 h / -20 - 0 °C
View Scheme
Stage #1: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate In dichloromethane at -10℃; for 0.5h;
Stage #2: With sulfuryl dichloride; tetrabutylammomium bromide In dichloromethane at -10 - 20℃; for 16h;
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

7-bromo-2,4-bis(methylthio)imidazo[2,1-f][1,2,4]triazine
1062135-87-8

7-bromo-2,4-bis(methylthio)imidazo[2,1-f][1,2,4]triazine

C27H25FN4O6S2

C27H25FN4O6S2

Conditions
ConditionsYield
Stage #1: 7-bromo-2,4-bis(methylthio)imidazo[2,1-f][1,2,4]triazine With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.0833333h;
Stage #2: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate With boron trifluoride diethyl etherate In tetrahydrofuran at -78℃; for 2h;
67%
Stage #1: 7-bromo-2,4-bis(methylthio)imidazo[2,1-f][1,2,4]triazine With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate With boron trifluoride diethyl etherate In tetrahydrofuran; hexane at -78℃; for 2h;
Stage #3: With ammonium chloride In tetrahydrofuran; hexane
67%
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate)
1199809-24-9

(((2R,3R,4R,5R)-3-(benzoyloxy)-5-bromo-4-fluoro-4-methyltetrahydrofuran-2-yl)methyl benzoate)

Conditions
ConditionsYield
Stage #1: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate With lithium tri-t-butoxyaluminum hydride In tetrahydrofuran at -30 - -15℃; for 1.5h; Inert atmosphere;
Stage #2: With carbon tetrabromide; triphenylphosphine In tetrahydrofuran; dichloromethane at -20 - 0℃; for 2.16h; Inert atmosphere;
62%
With lithium tri-(tert-butoxy)aluminum hydride In tetrahydrofuran; ethyl acetate at -30 - -15℃; for 1.5h; Inert atmosphere;62%
Multi-step reaction with 2 steps
1: lithium tri-t-butoxyaluminum hydride / tetrahydrofuran / 0.67 h / -30 - -15 °C / Inert atmosphere
2: carbon tetrabromide; triphenylphosphine / dichloromethane / 1.75 h / -20 - -15 °C / Inert atmosphere
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

7-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine
937046-98-5

7-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine

C26H23FN4O6

C26H23FN4O6

Conditions
ConditionsYield
Stage #1: 7-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 0.5h;
Stage #2: With 1,2-bis-(chlorodimethylsilyl)ethane In tetrahydrofuran for 0.75h;
Stage #3: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate Product distribution / selectivity;
40%
Stage #1: 7-bromo-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere;
Stage #2: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate With 1,2-bis-(chlorodimethylsilyl)ethane In tetrahydrofuran; hexane; water at -78℃; for 3.75h; Inert atmosphere;
Stage #3: With ammonium chloride; acetic acid In tetrahydrofuran; hexane Product distribution / selectivity;
40%
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

Tebbe's reagent

Tebbe's reagent

C21H19FO5

C21H19FO5

Conditions
ConditionsYield
With pyridine In tetrahydrofuran at -40℃; for 1h; Tebbe Olefination;20%
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

7-bromopyrrolo[2,1-f][1,2,4]triazin-4-ylamine
1238579-07-1

7-bromopyrrolo[2,1-f][1,2,4]triazin-4-ylamine

C27H23FN2O6S2

C27H23FN2O6S2

Conditions
ConditionsYield
Stage #1: 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-ylamine With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: ((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate In tetrahydrofuran; hexane at -78℃;
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C27H25FN4O5S2
1273029-03-0

C27H25FN4O5S2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C
1.2: 2 h / -78 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 184 h / 20 °C
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C12H16FN5O3S
1273029-04-1

C12H16FN5O3S

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C
1.2: 2 h / -78 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 184 h / 20 °C
3.1: ammonia / 16 h / 50 °C / Sealed tube
3.2: 0.67 h / 60 °C
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C12H16FN5O5S
1273029-05-2

C12H16FN5O5S

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C
1.2: 2 h / -78 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 184 h / 20 °C
3.1: ammonia / 16 h / 50 °C / Sealed tube
3.2: 0.67 h / 60 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C11H15FN6O3
1273029-06-3

C11H15FN6O3

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C
1.2: 2 h / -78 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 184 h / 20 °C
3.1: ammonia / 16 h / 50 °C / Sealed tube
3.2: 0.67 h / 60 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
5.1: ammonia / 72 h / 115 °C / Sealed tube
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C11H14FN5O4
1273029-07-4

C11H14FN5O4

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C
1.2: 2 h / -78 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 184 h / 20 °C
3.1: ammonia / 16 h / 50 °C / Sealed tube
3.2: 0.67 h / 60 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
5.1: ammonia / 72 h / 115 °C / Sealed tube
6.1: water / bovine spleen type IX sdenosine deaminase A5168 / 4 h / 37 °C / Enzymatic reaction
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C27H22FN5O5
1272971-36-4

C27H22FN5O5

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C
1.2: 0.75 h
2.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 73 h / 20 - 65 °C
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

(2R,3R,4R,5R)-2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-carbonitrile
1273029-08-5

(2R,3R,4R,5R)-2-(4-aminopyrrolo[2,1-f][1,2,4]triazin-7-yl)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C
1.2: 0.75 h
2.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 73 h / 20 - 65 °C
3.1: water; ammonia / methanol / 16 h / 20 °C
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C12H15FN4O4

C12H15FN4O4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.5 h / -78 °C
1.2: 0.75 h
2.1: water; ammonia / methanol / 16 h / 20 °C
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C11H17FN5O13P3
1273029-12-1

C11H17FN5O13P3

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C
1.2: 2 h / -78 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 184 h / 20 °C
3.1: ammonia / 16 h / 50 °C / Sealed tube
3.2: 0.67 h / 60 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
5.1: ammonia / 72 h / 115 °C / Sealed tube
6.1: water / bovine spleen type IX sdenosine deaminase A5168 / 4 h / 37 °C / Enzymatic reaction
7.1: trichlorophosphate; trimethyl phosphite / 0 °C
View Scheme
((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate
874638-80-9

((2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate

C25H40FN6O8PS2
1273029-18-7

C25H40FN6O8PS2

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: n-butyllithium / tetrahydrofuran; hexanes / 0.08 h / -78 °C
1.2: 2 h / -78 °C
2.1: boron trifluoride diethyl etherate; triethylsilane / dichloromethane / 184 h / 20 °C
3.1: ammonia / 16 h / 50 °C / Sealed tube
3.2: 0.67 h / 60 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 20 °C
5.1: ammonia / 72 h / 115 °C / Sealed tube
6.1: 1H-tetrazole; phosphorous acid trimethyl ester / 2 h / 0 °C
7.1: dihydrogen peroxide / water / 0.5 h / 0 - 20 °C
View Scheme
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