| Identification | Back Directory | [Name]
((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate | [CAS]
874638-80-9 | [Synonyms]
SFBM
SF-X1
Sofosbuvir INT 3
Sofosbuvir imp-2
PSI-6130 interMediate
SofosBuvir Impurity 46
Sofosbuvir Impurity 30
Sofosbuvir intermediate
Sofosbuvir Impurity 101
Sofosbuvir Intermediate 1
nterMediate of Sofosbuvir
InterMediate of Sofosbuvir
(2R)-2-DEOXY-2-FLUORO-2-METHYL-D-ERYTHRO
Di-O-benzoyl-2-deoxy-2-fluoro-2-C-Methyl-D
3,5-di-O-benzoyl-2-deoxy-2-fluoro-D-ribono-γ-latone
(2R)-2-Deoxy-2-fluoro-2-Methyl-D-erythropentonic acid
3. ((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-Methyl-5-oxotetra
3,5-di-O-benzoyl-2-deoxy-2-fluoro-2-C-methyl-D-ribono-γ-latone
3,5-Di-O-benzoyl-2-deoxy-2-fluoro-2-C-Methyl-D-ribono-γ-lactone
3,5-Di-O-benzoyl-2-deoxy-2-fluoro-2C-methyl-D-ribono-1,4-lactone
3,5-Di-O-benzoyl-2-deoxy-2-fluoro-2C-methyl-D-arabino-1,4-lactone
(2R,3R,4R)-2-[(benzoyloxy)methyl]-4-fluoro-4-methyl-5-oxooxolan-3-yl benzoate
((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-5-oxotetrahydrofuran-2-yl)methyl benzoate
(2R)-2-Deoxy-2-fluoro-2-methyl-D-erythropentonic acid γ-lactone 3,5-dibenzoate
(2R)-2-Deoxy-2-fluoro-2-Methyl-D-erythro-pentonic acid-g-lactone 3,5-dibenzoate
(2R)-2-Deoxy-2-fluoro-2-methyl-D-erythropentonic acid gamma-lactone 3,5-dibenzoate
(2R-3R,4R)-3-(Benzoyzxy)-4-Fluoro-4-Methyl-5-Oxotetrahydrofuran-2Yl)Methyl Benzoate
(2R)-2-Deoxy-2-fluoro-2-methy-D- erythropentonic acid gamma-lactone 3,5- dibenzoate
D-erythro-Pentonic acid, 2-deoxy-2-fluoro-2-Methyl-, γ-lactone, 3,5-dibenzoate, (2R)-
((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate
((2R,3S,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate
((2R,3R,4R)-3-(DENZOYLOXY)-4-FLUORO-4-METHYL-5-OXOTETRAHYDROFURAN-2-YL)METHYL BENZOATE
Methyl ((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-Methyl-5-oxotetrahydrofuran-2-yl) benzoate
4-amino-1-[(2R,3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyloxolan-2-yl]pyrimidin-2-one
((2R,3R,4R)-3-(BENZOYLOXY)-4-FLUORO-4-METHYL-5-OXOTETRAHYDROFURAN-2-YL)METHYL BENZOATE 874638-80-9
((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate ISO 9001：2015 REACH
(S)-isopropyl 2-(((S)-(((2R,3R,4R,5S)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-fluoro-3-hydroxy-4-methyltetrahydrofuran-2-yl)methoxy)(phenoxy)phosphoryl)amino)propanoate | [EINECS(EC#)]
618-021-4 | [Molecular Formula]
C20H17FO6 | [MDL Number]
MFCD17677380 | [MOL File]
874638-80-9.mol | [Molecular Weight]
372.344 |
| Chemical Properties | Back Directory | [Melting point ]
133℃ | [Boiling point ]
458.6±34.0 °C(Predicted) | [density ]
1.33 | [storage temp. ]
Sealed in dry,2-8°C | [Appearance]
White to yellow Solid | [InChI]
InChI=1/C20H17FO6/c1-20(21)16(27-18(23)14-10-6-3-7-11-14)15(26-19(20)24)12-25-17(22)13-8-4-2-5-9-13/h2-11,15-16H,12H2,1H3/t15-,16-,20-/s3 | [InChIKey]
OUKYMZJNLWKCSO-ZFVYKOPKNA-N | [SMILES]
C([C@H]1OC(=O)[C@@](F)(C)[C@@H]1OC(C1C=CC=CC=1)=O)OC(C1C=CC=CC=1)=O |&1:1,5,8,r| |
| Hazard Information | Back Directory | [Uses]
neuromuscular blocking agent | [Application]
((2R,3R,4R)-3-(benzoyloxy)-4-fluoro-4-methyl-5-oxotetrahydrofuran-2-yl)methyl benzoate is an impurity of Sofosbuvir. Sofosbuvir is a NS5B inhibtor used for the treatment of hepatitis C. It is only recommended with some combination of ribavirin, peginterferon-alfa, simeprevir, ledipasvir or daclatasvir.
| [Synthesis]
(3R,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)-3-methyldihydrofuran-2(3H)-one (60 mg, 0.16 mmol) was dissolved in anhydrous pyridine (1 mL) and benzoyl chloride (0.3 mL) was added slowly. The reaction mixture was stirred at room temperature for 20 min, then water (1 mL) was added and stirring was continued for 20 min. The reaction solution was diluted with ethyl acetate (5 mL) and washed sequentially with water (2 mL) and 1M HCl (2 mL x 3). The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=10:1) to afford ((2R,3R,4R)-3-(benzyloxy)-4-fluoro-4-methyl-5-oxo-tetrahydrofuran-2-yl)methyl benzoate (118 mg, 87% yield) as a white solid.1H NMR (CDCl3) δ (ppm): 8.08 (m, 2H. Ar-H), 7.99 (m, 2H, Ar-H), 7.63 (m, 1H, Ar-H), 7.58 (m, 1H, Ar-H), 7.49 (m, 2H, Ar-H), 7.43 (m, 2H, Ar-H), 5.51 (dd, 1H, J=7.2,17.6Hz, H-3), 5.00 (m, 1H, H-4). 4.78 (dd, 1H, J=3.6,12.8Hz, H-5), 4.59 (dd, 1H, J=5.2,12.8Hz, H-5'), 1.75 (d, 3H, J=23.6Hz, CH3-2). | [References]
[1] Patent: WO2006/31725, 2006, A2. Location in patent: Page/Page column 13; 30-31
[2] Patent: CN105418547, 2016, A. Location in patent: Paragraph 0019; 0020
[3] Patent: CN106146433, 2016, A. Location in patent: Paragraph 0009; 0025
[4] Patent: CN107573304, 2018, A. Location in patent: Paragraph 0120-0124
[5] Patent: WO2014/108525, 2014, A1. Location in patent: Page/Page column 18 |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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Tetranov Biopharm
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13526569071 |
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T&W GROUP
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Acesys Pharmatech
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