(R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

Base Information

Chemical Name:(R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate
CAS No.:1364488-23-2
Molecular Formula:C₁₆H₁₉BrN₂O₄
Molecular Weight:383.242
Hs Code.:

Synonyms:(R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

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Chemical Property of (R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

Chemical Property:

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Technology Process of (R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

There total 5 articles about (R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate 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:

: 1364488-21-0
(S)-3-(4-bromophenyl)-1-cyanopropyl dimethylcarbamate

: 623-49-4
ethyl cyanoformate

: 1364488-23-2
(R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

: (S)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; at -114 ℃; for 0.0833333h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1039/c2cc00082b

Reference yield:

: 1364488-22-1
(S)-4-(4-bromophenyl)-2-hydroxybutanenitrile

: 1364488-23-2
(R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

: (S)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / diethyl ether / 0.67 h / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: lithium diisopropyl amide / tetrahydrofuran; diethyl ether / 0.08 h / -114 °C / Inert atmosphere

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;
DOI:10.1039/c2cc00082b

Reference yield:

: 1364488-17-4
rac-4-(4-bromophenyl)-2-hydroxybutanenitrile

: 1364488-23-2
(R)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

: (S)-ethyl 4-(4-bromophenyl)-2-cyano-2-((dimethylcarbamoyl)oxy)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 0 - 20 °C

2.1: Amano Lipase PS / tetrahydrofuran; water / 19.5 h / 20 - 50 °C / Enzymatic reaction

3.1: triethylamine / diethyl ether / 0.67 h / 0 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

4.1: lithium diisopropyl amide / tetrahydrofuran; diethyl ether / 0.08 h / -114 °C / Inert atmosphere

With pyridine; Amano Lipase PS; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; water;
DOI:10.1039/c2cc00082b