4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-
- Product Name
- 4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-
- CAS No.
- 805245-41-4
- Chemical Name
- 4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-
- Synonyms
- X-3117 int;RX-3117 int;(3R,4R,6aR)-tert-butyl-(5-fluoro-2,2-dimethyl-6-trityloxymet;4H-Cyclopenta-1,3-dioxole,4-[[(1,1-diMethylethyl)diphenylsil...;(3R,4R,6aR)-tert-butyl-(5-fluoro-2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yloxy)-diphenyl-silane;tert-butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane;((3aR,4R,6aR)-5-fluoro-4,6a-dihydro-2,2-dimethyl-6-((trityloxy)methyl)-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)(tert-butyl)diphenylsilane;tert-Butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane;(3aR,4R,6aR)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-dimethyl-6-[(triphenylmethoxy)methyl]-4H-cyclopenta-1,3-dioxole;4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-
- CBNumber
- CB42627067
- Molecular Formula
- C44H45FO4Si
- Formula Weight
- 684.91
- MOL File
- 805245-41-4.mol
4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)- Property
- Boiling point:
- 681.5±55.0 °C(Predicted)
- Density
- 1.18±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 3795EA
- Product name
- CID86268842
- Packaging
- 100mg
- Price
- $212
- Updated
- 2021/12/16
- Product number
- A209064
- Product name
- tert-Butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane
- Purity
- 95+%
- Packaging
- 1g
- Price
- $267
- Updated
- 2021/12/16
- Product number
- CD42000216
- Product name
- tert-Butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $269
- Updated
- 2021/12/16
- Product number
- 805245414
- Product name
- tert-Butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane
- Packaging
- 250mg
- Price
- $291.04
- Updated
- 2021/12/16
- Product number
- CM137845
- Product name
- tert-butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane
- Purity
- 95%
- Packaging
- 1g
- Price
- $636
- Updated
- 2021/12/16
4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)- Chemical Properties,Usage,Production
Synthesis
805245-40-3
805245-41-4
The general procedure for the synthesis of (((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((tolylsulfonyloxy)methyl)-4,6a-dihydro-3aH-cyclopentadieno[d][1,3]dioxol-4-yl)oxy)diphenylsilanes from the compound (CAS: 805245-40-3) was carried out as follows: under the protection of nitrogen ( 3R,4R,6aR)-tert-butyl-(5-fluoro-2,2-dimethyl-6-tritylmethoxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxolen-4- yloxy)diphenylsilane (10, 11.66 g, 14.71 mmol) and N-fluorobenzenesulfonimide (5.566 g, 17.65 mmol) were dissolved in anhydrous tetrahydrofuran (100 mL) and cooled to -78 °C. n-Butyllithium (27.6 mL, 44.13 mmol, 1.6 M hexane solution) was slowly added and the reaction mixture was stirred for 1 hour at a maintained temperature of -78 °C. Upon completion of the reaction, the reaction was quenched with saturated ammonium chloride solution and subsequently extracted with ethyl acetate. The organic layers were combined, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by fast silica gel column chromatography (eluent: hexane/ethyl acetate = 6:1) to afford the target compound 11 (7.35 g, 73% yield) as a white solid.1H NMR (400 MHz, CDCl3) δ 7.81-7.17 (m, 25H), 4.94 (t, J=7.2 Hz, 1H), 4.35 (m, 1H), 4.25 (m, 1H), 4.25 (m, 1H). 4.25 (m, 1H), 3.89 (t, J=12.0 Hz, 1H), 3.77 (t, J=12.0 Hz, 1H), 1.42 (s, 3H), 1.38 (s, 3H), 1.08 (s, 9H).
References
[1] Patent: US2005/222185, 2005, A1. Location in patent: Page/Page column 7
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 22, p. 5641 - 5644
[3] Nucleosides, Nucleotides and Nucleic Acids, 2005, vol. 24, # 5-7, p. 707 - 708
[4] Patent: WO2014/145807, 2014, A1. Location in patent: Page/Page column 9; 26; 27
[5] Patent: WO2014/145807, 2014, A1
4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)- Preparation Products And Raw materials
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Preparation Products
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