[(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate

Base Information

Chemical Name:[(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate
CAS No.:931095-50-0
Molecular Formula:C₁₈H₂₁FO₇S
Molecular Weight:400.425
Hs Code.:

Synonyms:[(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate

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Chemical Property of [(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate

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Technology Process of [(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate

There total 5 articles about [(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.0%

: 7226-43-9,20409-32-9,22434-91-9,22434-92-0,88198-26-9,83602-93-1
[(2R,3R,4S,5S)-3,5,6-triacetoxy-4-fluoro-tetrahydropyran-2-yl]methyl acetate

: 108-98-5
thiophenol

: 931095-50-0
[(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jo062294y

Reference yield:

: 7226-70-2
(3S,4S,5R,6R)-4-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,5-triol

: 931095-50-0
[(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP; pyridine / 5 h / 20 °C

2: 67 percent / BF₃*Et₂O / CH₂Cl₂ / 12 h / 20 °C

With pyridine; dmap; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1021/jo062294y

Reference yield:

: 14049-05-9
3-deoxy-1,2;5,6-di-O-isopropylidene-3-fluoro-α-D-glucofuranose

: 931095-50-0
[(2R,3R,4S,5R,6S)-3,5-diacetoxy-4-fluoro-6-phenylsulfanyl-tetrahydropyran-2-yl]methyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic acid / water; tetrahydrofuran / 14 h / 20 °C

1.2: 0.5 h / Reflux

2.1: boron trifluoride diethyl etherate / dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

With boron trifluoride diethyl etherate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;