(2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester

Base Information

Chemical Name:(2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester
CAS No.:675147-49-6
Molecular Formula:C₁₇H₂₃F₂O₆P
Molecular Weight:392.337
Hs Code.:

Synonyms:(2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester

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Technology Process of (2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester

There total 2 articles about (2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester 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: 84.0%

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 496048-25-0
(2S,3S)-[difluoro(2-hydroxymethyl-5-oxotetrahydrofuran-3-yl)methyl]phosphonic acid diethyl ester

: 675147-49-6
(2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; Petroleum ether; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2003.09.069

Reference yield:

: 496048-24-9
tert-butyl 2,3-dideoxy-3-[(diethoxyphosphoryl)difluoromethyl]-4,5-O-(1-methylethylidene)-D-glyceropentonate

: 675147-49-6
(2S,3S)-[(2-benzyloxymethyl-5-oxotetrahydrofuran-3-yl)difluoromethyl]phosphonic acid diethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 50 percent / conc. HCl / ethanol / 2 h / 20 °C

2: 84 percent / CF₃SO₃H / CH₂Cl₂; petroleum ether / 1 h / 0 °C

With hydrogenchloride; trifluorormethanesulfonic acid; In ethanol; dichloromethane; Petroleum ether;
DOI:10.1016/j.tet.2003.09.069