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874638-80-9

Basic Information
CAS No.: 874638-80-9
Name: D-erythro-Pentonic acid, 2-deoxy-2-fluoro-2-methyl-, γ-lactone, 3,5-dibenzoate, (2R)-
Article Data: 27
Cas Database
Molecular Structure:
Molecular Structure of 874638-80-9 (D-erythro-Pentonic acid, 2-deoxy-2-fluoro-2-methyl-, γ-lactone, 3,5-dibenzoate, (2R)-)
Formula: C20H17FO6
Molecular Weight: 372.35
Synonyms: [(2R,3R,4R)-3-benzoyloxy-4-fluoro-4-methyl-5-oxooxolan-2-yl]methyl benzoate;;
EINECS: 618-021-4
Density: 1.33
Melting Point: 133 oC
Boiling Point: 458.6±34.0 °C(Predicted)
Flash Point: N/A
Solubility: N/A
Appearance: N/A
Hazard Symbols: N/A
Risk Codes: N/A
Safety:
Transport Information: N/A
PSA: 78.90000
LogP: 2.72260
Synthetic route

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

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;
1033394-83-0

C11H19FO5

98-88-4

benzoyl chloride

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

98-88-4

benzoyl chloride

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

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%
879551-04-9

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

98-88-4

benzoyl chloride

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%
729596-46-7

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

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
98-88-4

benzoyl chloride

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

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

98-88-4

benzoyl chloride

A

874638-80-9

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

B

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

98-88-4

benzoyl chloride

A

874638-80-9

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

B

C20H17FO6

Conditions
ConditionsYield
With dmap; triethylamine In acetonitrile at 20 - 40℃;A 12.7 g
B n/a
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    874638-80-9

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

    Min.Order: 1 Metric Ton

    FOB Price:  USD $ 0.0-0.0/Metric Ton

    Shanghai AngewChemCo., Ltd. is an innovative enterprise on fine chemicals and pharmaceuticals. Based on Shanghai R&D center and Hunan chemical manufacturing plant, we offer chemical research, process development, and large-scale production. Com

    Shanghai AngewChemCo., Ltd. is an innovative enterprise on fine chemicals and pharmaceuticals. Based on Shanghai R&D center and Hunan chemical manufacturing plant, we offer chemica

  •  Shanghai AngewChem Co., Ltd.

     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:18917157435

    Address:No. 3377, Kang Xin Road, Pudong New Area, Shanghai

       Inquiry Now

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

  • Casno:

    874638-80-9

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

    Min.Order: 100 Kilogram

    FOB Price:  USD $ 0.0-0.0/Kilogram

    1,8 years exporting experience; 2.Competitive price and quality; 3,Free sample can be provided; 4,We are sincerely responsible for the"sample quality" , "product quality" and "After Service"; 5. prompt delivery;

    Enbridge PharmTech Co., Ltd. is an innovative company integrated with R&D, manufacturing, marketing and distribution of intermediates and fine chemicals, mainly used to pharmaceuti

  •  EnBridge PharmTech Co., Ltd.

     China (Mainland)  |  Contact Details

    Business Type:Trading Company

    Tel:+86-510-83591909

    Address:Huishan Zone, Wuxi City, Jiangsu Province, P.R.China

       Inquiry Now

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

  • Casno:

    874638-80-9

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

    Min.Order: 1 Gram

    FOB Price:  USD $ 0.0-0.0/Gram

    Betterbiochem is specialized in APIs, pharmaceutical intermediates & fine chemicals. 1. The best quality, competitive price. 2. The best service before or after shipment. 3. Rich experience in export operation. 4. Rich experience in

    Shanghai BetterBioChem Co., Ltd. specializes in research, production of APIs, building blocks and key pharmaceutical intermediates. We provide our products from milligrams to kilog

  •  Shanghai BetterBioChem Co., Ltd.

     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:+86-18013506594

    Address:No. 8 Building, 18 nong, Xi Yingnan Road, Pudong, Shanghai,China

       Inquiry Now

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