3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE
- Product Name
- 3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE
- CAS No.
- 188975-30-6
- Chemical Name
- 3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE
- Synonyms
- 3,6-Dihydro-2H-pyran-4-yl trifluoro-methanesulfote;3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE;3,6-Dihydro-2H-pyran-4-yl 1,1,1-trifluoromethanesulfonate;Trifluoromethanesulfonic acid 3,6-dihydro-2H-pyran-4-yl ester;Methanesulfonic acid, 1,1,1-trifluoro-, 3,6-dihydro-2H-pyran-4-yl ester
- CBNumber
- CB12460667
- Molecular Formula
- C6H7F3O4S
- Formula Weight
- 232.18
- MOL File
- 188975-30-6.mol
3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE Property
- Boiling point:
- 261.2±40.0 °C(Predicted)
- Density
- 1.53±0.1 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- Appearance
- Colorless to light yellow Liquid
- CAS DataBase Reference
- 188975-30-6
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
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
- D455538
- Product name
- 3,6-Dihydro-2H-pyran-4-ylTrifluoromethanesulfonate
- Packaging
- 500mg
- Price
- $155
- Updated
- 2021/12/16
- Product number
- 6H64-3-01
- Product name
- 3,6-Dihydro-2H-pyran-4-yl trifluoromethanesulfonate
- Purity
- 96%
- Packaging
- 1g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- HCH0029371
- Product name
- 3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUOROMETHANESULFONATE
- Purity
- 95.00%
- Packaging
- 250MG
- Price
- $214.2
- Updated
- 2021/12/16
- Product number
- 6H64-3-01
- Product name
- 3,6-Dihydro-2H-pyran-4-yl trifluoromethanesulfonate
- Purity
- 96%
- Packaging
- 250mg
- Price
- $93
- Updated
- 2021/12/16
- Product number
- 097945
- Product name
- 3,6-Dihydro-2H-pyran-4-yltrifluoromethanesulfonate
- Purity
- 95+%
- Packaging
- 250mg
- Price
- $319
- Updated
- 2021/12/16
3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE Chemical Properties,Usage,Production
Synthesis
29943-42-8
37595-74-7
188975-30-6
A THF solution of LDA (1.92 M, 31.5 mL) was slowly added dropwise to a stirred solution of tetrahydro-4H-pyran-4-one (5.5 g) in THF (30 mL) at -70 °C under argon protection. The reaction mixture was continued to be stirred at -70 °C for 30 min. Subsequently, a THF (30 mL) solution of N-phenylbis(trifluoromethanesulfonyl)imide (21.6 g) was added. The reaction system was slowly warmed to room temperature and stirred for 18 hours. Upon completion of the reaction, the solvent was removed by evaporation and the crude product was purified by medium pressure liquid chromatography (MPLC) on alumina (ICN, N32-63) with 5% ethyl acetate/isohexane solvent mixture as eluent. After collection of the target fractions, they were further purified by Kugelrohr distillation (100 °C/10 mmHg). For complete removal of residual trifluoromethanesulfonamide reagent, a second MPLC purification was performed (silica gel, eluent as above), followed by another Kugelrohr distillation to afford 3,6-dihydro-2H-pyran-4-trifluoromethanesulfonate as a colorless oil in a 40% yield (5.1 g), stored at -20 °C. The product was characterized by NMR (300 MHz, CDCl3): δ 2.24 (m, 2H), 3.90 (m, 2H), 4.25 (m, 2H), 5.82 (m, 1H).
References
[1] Journal of Organic Chemistry, 2014, vol. 79, # 6, p. 2781 - 2791
[2] Patent: US6365751, 2002, B1. Location in patent: Referential example 3
[3] Patent: US6350775, 2002, B1. Location in patent: Page column 28
[4] ACS Medicinal Chemistry Letters, 2016, vol. 7, # 7, p. 666 - 670
[5] Patent: US2017/29430, 2017, A1. Location in patent: Paragraph 0472
3,6-DIHYDRO-2H-PYRAN-4-YL TRIFLUORO-METHANESULFONATE Preparation Products And Raw materials
Raw materials
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