(1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid

Base Information

Chemical Name:(1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid
CAS No.:1402883-97-9
Molecular Formula:C₂₅H₃₀BrN₃O₇
Molecular Weight:564.433
Hs Code.:

Synonyms:(1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid

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Chemical Property of (1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid

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Technology Process of (1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid

There total 9 articles about (1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 1402883-94-6
C₂₀H₂₂BrN₃O₅

: 1402883-97-9
(1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid

Guidance literature:: C₂₀H₂₂BrN₃O₅; With N,O-bis-(trimethylsilyl)-acetamide; at 20 ℃; for 0.5h; Inert atmosphere;

di-tert-butyl dicarbonate; With dmap; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jm3011405

Reference yield:

: C₁₅H₁₃BrN₃O₃^(1-)*Na⁽¹⁺⁾

: 1402883-97-9
(1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: dmap / dichloromethane / 20 °C / Inert atmosphere

3.1: water; potassium hydroxide / ethanol / 60 °C

4.1: N,O-bis-(trimethylsilyl)-acetamide / 0.5 h / 20 °C / Inert atmosphere

4.2: 1 h / 20 °C

With dmap; N,O-bis-(trimethylsilyl)-acetamide; water; potassium carbonate; potassium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm3011405

Reference yield:

: 1402883-78-6
(1S,5R)-1-(3-bromophenyl)-3-oxabicyclo[3.1.0]hexan-2-one

: 1402883-97-9
(1R,2S)-2-(2-(bis(tert-butoxycarbonyl)amino)-1-methyl-6-oxo-1,6-dihydropyrimidin-4-yl)-1-(3-bromophenyl)-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: potassium hydroxide / ethanol; water / 20 °C

2.1: ruthenium trichloride; sodium periodate / water; acetonitrile / 20 °C

3.1: 1,1'-carbonyldiimidazole / acetonitrile / 20 °C

3.2: 20 - 80 °C

4.1: sodium ethanolate / ethanol / 95 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

6.1: dmap / dichloromethane / 20 °C / Inert atmosphere

7.1: water; potassium hydroxide / ethanol / 60 °C

8.1: N,O-bis-(trimethylsilyl)-acetamide / 0.5 h / 20 °C / Inert atmosphere

8.2: 1 h / 20 °C

With dmap; ruthenium trichloride; sodium periodate; N,O-bis-(trimethylsilyl)-acetamide; water; sodium ethanolate; potassium carbonate; 1,1'-carbonyldiimidazole; potassium hydroxide; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm3011405