(2S,3R)-3-(4-bromophenyl)-1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)-4-nitrobutan-1-one

Base Information

Chemical Name:(2S,3R)-3-(4-bromophenyl)-1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)-4-nitrobutan-1-one
CAS No.:1416889-52-5
Molecular Formula:C₂₄H₂₃BrFNO₃Si
Molecular Weight:500.439
Hs Code.:

Synonyms:(2S,3R)-3-(4-bromophenyl)-1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)-4-nitrobutan-1-one

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Chemical Property of (2S,3R)-3-(4-bromophenyl)-1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)-4-nitrobutan-1-one

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Technology Process of (2S,3R)-3-(4-bromophenyl)-1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)-4-nitrobutan-1-one

There total 2 articles about (2S,3R)-3-(4-bromophenyl)-1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)-4-nitrobutan-1-one 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: 81.0%

: 3156-37-4
4-bromo-β-nitrostyrene

: 1416889-59-2
1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)ethanone

: 1416889-52-5
(2S,3R)-3-(4-bromophenyl)-1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)-4-nitrobutan-1-one

Guidance literature:: 1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)ethanone; With (2S)-N-benzhydrylpyrrolidine-2-carboxamide; In toluene; at 0 ℃; for 12h; Inert atmosphere; Molecular sieve;

4-bromo-β-nitrostyrene; In toluene; at 0 ℃; for 8h; stereoselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1039/c2ob26950c

Reference yield:

: 768-33-2
phenyldimethylsilyl chloride

: 1416889-52-5
(2S,3R)-3-(4-bromophenyl)-1-(dimethyl(phenyl)silyl)-2-(4-fluorophenyl)-4-nitrobutan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium / tetrahydrofuran

1.2: 2 h / -78 °C / Inert atmosphere

2.1: (2S)-N-benzhydrylpyrrolidine-2-carboxamide / toluene / 12 h / 0 °C / Inert atmosphere; Molecular sieve

2.2: 8 h / 0 °C / Inert atmosphere; Molecular sieve

With lithium; (2S)-N-benzhydrylpyrrolidine-2-carboxamide; In tetrahydrofuran; toluene; 2.1: |Michael Addition / 2.2: |Michael Addition;
DOI:10.1039/c2ob26950c