O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

Base Information

Chemical Name:O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate
CAS No.:1178980-62-5
Molecular Formula:C₁₉H₃₀F₂NO₅PS
Molecular Weight:453.487
Hs Code.:

Synonyms:O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

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Chemical Property of O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

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Technology Process of O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

There total 3 articles about O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate 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: 99.0%

: 1178980-42-1
O,O-diethyl (3R)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-oxo-4-phenylbutylphosphonothioate

: 1178980-62-5
O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

Guidance literature:: O,O-diethyl (3R)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-oxo-4-phenylbutylphosphonothioate; With ethanol; lithium tri-t-butoxyaluminum hydride; at -78 ℃; for 0.5h; Inert atmosphere;

With citric acid; In water; optical yield given as %de; diastereoselective reaction;
DOI:10.1021/jo9008782

Reference yield:

: 1178980-42-1
O,O-diethyl (3R)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-oxo-4-phenylbutylphosphonothioate

: 1178980-64-7
O,O-diethyl (3R,4R)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

: 1178980-62-5
O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 2.5h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1021/jo9008782

Reference yield:

: 1178980-34-1
O,O-diethyl (3R)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-oxobutylphosphonothioate

: 100-58-3
phenylmagnesium bromide

: 1178980-64-7
O,O-diethyl (3R,4R)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

: 1178980-62-5
O,O-diethyl (3R,4S)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-hydroxy-4-phenylbutylphosphonothioate

Guidance literature:: O,O-diethyl (3R)-3-[(tert-butoxycarbonyl)amino]-1,1-difluoro-4-oxobutylphosphonothioate; phenylmagnesium bromide; In tetrahydrofuran; at 0 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran;
DOI:10.1021/jo9008782