Furan, tetrahydro-3-iodo-, (3R)-

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Furan, tetrahydro-3-iodo-, (3R)- manufacturers

Furan, tetrahydro-3-iodo-, (3R)- Basic information
Product Name:Furan, tetrahydro-3-iodo-, (3R)-
Synonyms:(R)-3-Iodo-tetrahydrofuran;(3R)-3-Iodotetrahydrofuran;Furan, tetrahydro-3-iodo-, (3R)-;Cholest-5-en-3-ol,(8α)-;1-Butanesulfonicacid,8-hydroxy-;(3R)-3-Iodooxolane
CAS:873063-62-8
MF:C4H7IO
MW:198
EINECS:
Product Categories:
Mol File:873063-62-8.mol
Furan, tetrahydro-3-iodo-, (3R)- Structure
Furan, tetrahydro-3-iodo-, (3R)- Chemical Properties
Boiling point 187.0±33.0 °C(Predicted)
density 1.93±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
AppearanceColorless to light yellow Liquid
Safety Information
HS Code 2932190090
MSDS Information
Furan, tetrahydro-3-iodo-, (3R)- Usage And Synthesis
Synthesis
Furan, tetrahydro-3-iodo-, (3S)-

918439-76-6

Furan, tetrahydro-3-iodo-, (3R)-

873063-62-8

The general procedure for the synthesis of (R)-3-iodotetrahydrofuran from (S)-3-iodotetrahydrofuran was as follows: to a solution of (S)-tetrahydrofuran-3-ol (983 mg, 11.16 mmol) in dichloromethane (50 mL) was added triphenylphosphine (5.0 g, 21.20 mmol), glyoxal (1.4 g, 21.20 mmol) and iodine (5.0 g, 21.20 mmol). The reaction mixture was refluxed overnight, cooled and the reaction was quenched with saturated sodium thiosulfate solution. The organic layer was separated, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a yellow solid. The solid was ground with hexane at room temperature for 2 h. The filtrate was concentrated after filtration. Finally, it was purified by silica gel column chromatography with ethyl acetate/hexane (0-5%) as eluent for 20 min to give (R)-3-iodotetrahydrofuran as a clear oil (1.0 g, 52% yield).

References[1] Patent: WO2011/146287, 2011, A1. Location in patent: Page/Page column 120-121
Furan, tetrahydro-3-iodo-, (3R)- Preparation Products And Raw materials
Raw materialsFuran, tetrahydro-3-iodo-, (3S)--->(S)-(+)-3-Hydroxytetrahydrofuran-->Imidazole-->Triphenylphosphine-->Dichloromethane-->iodine
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