isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate

Base Information

Chemical Name:isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate
CAS No.:1300036-09-2
Molecular Formula:C₁₄H₁₈FNO₄
Molecular Weight:283.3
Hs Code.:

Synonyms:isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate

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Chemical Property of isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate

Chemical Property:

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Technology Process of isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate

There total 4 articles about isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate 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: 83.0%

: 1300036-08-1
C₁₂H₁₃FO₂

: 79-15-2
N-bromoacetamide

: 1300036-09-2
isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate

Guidance literature:: With potassium osmate(VI) dihydrate; lithium hydroxide monohydrate; hydroquinidein 1,4-phthalazinediyl diether; In water; tert-butyl alcohol; at 0 ℃; for 10h; optical yield given as %ee; enantioselective reaction;
DOI:10.1016/j.ejmech.2011.02.027

Reference yield:

: 459-32-5
(E)-4-fluorocinnamic acid

: 1300036-09-2
isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / 4 h / 0 - 85 °C / Inert atmosphere

2: potassium osmate(VI) dihydrate; lithium hydroxide monohydrate; hydroquinidein 1,4-phthalazinediyl diether / water; tert-butyl alcohol / 10 h / 0 °C

With potassium osmate(VI) dihydrate; thionyl chloride; lithium hydroxide monohydrate; hydroquinidein 1,4-phthalazinediyl diether; In water; tert-butyl alcohol; 2: Sharpless aminohydroxylation;
DOI:10.1016/j.ejmech.2011.02.027

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 1300036-09-2
isopropyl (2R,3S)-3-acetylamino-2-hydroxy-3-(4-fluorophenyl)propionate

Guidance literature:: Multi-step reaction with 4 steps

1: toluene / 3 h / Reflux

2: ethanol; potassium hydroxide / 3 h / 20 °C

3: thionyl chloride / 4 h / 0 - 85 °C / Inert atmosphere

4: potassium osmate(VI) dihydrate; lithium hydroxide monohydrate; hydroquinidein 1,4-phthalazinediyl diether / water; tert-butyl alcohol / 10 h / 0 °C

With potassium osmate(VI) dihydrate; thionyl chloride; lithium hydroxide monohydrate; ethanol; hydroquinidein 1,4-phthalazinediyl diether; potassium hydroxide; In water; toluene; tert-butyl alcohol; 4: Sharpless aminohydroxylation;
DOI:10.1016/j.ejmech.2011.02.027