2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one

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Chemical Name:2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one
CAS No.:1402883-40-2
Molecular Formula:C₂₉H₃₃BrN₄O₅S
Molecular Weight:629.575
Hs Code.:

Synonyms:2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one

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Chemical Property of 2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one

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Technology Process of 2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one

There total 11 articles about 2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-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: 52.0%

: 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

: 1402884-00-7
2-bis(tert-butoxycarbonyl)amino-3-methyl-6-[(1R,2S)-2-(3-bromophenyl)cyclopropyl]pyrimidin-4(3H)-one

: 1402883-40-2
2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tributylphosphine; (2-pyridyl-N-Oxide) sulfide; tri-n-butyl-tin hydride; In toluene; at 20 - 80 ℃; Inert atmosphere;
DOI:10.1021/jm3011405

Reference yield:

: C₁₅H₁₃BrN₃O₃^(1-)*Na⁽¹⁺⁾

: 1402884-00-7
2-bis(tert-butoxycarbonyl)amino-3-methyl-6-[(1R,2S)-2-(3-bromophenyl)cyclopropyl]pyrimidin-4(3H)-one

: 1402883-40-2
2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one

Guidance literature:: Multi-step reaction with 5 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

5.1: 2,2'-azobis(isobutyronitrile); tributylphosphine; (2-pyridyl-N-Oxide) sulfide; tri-n-butyl-tin hydride / toluene / 20 - 80 °C / Inert atmosphere

With dmap; N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); tributylphosphine; (2-pyridyl-N-Oxide) sulfide; water; tri-n-butyl-tin hydride; potassium carbonate; potassium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: |Barton Decarboxylation;
DOI:10.1021/jm3011405

Reference yield:

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

: 1402884-00-7
2-bis(tert-butoxycarbonyl)amino-3-methyl-6-[(1R,2S)-2-(3-bromophenyl)cyclopropyl]pyrimidin-4(3H)-one

: 1402883-40-2
2-bis(tert-butoxycarbonyl)amino-6-((1S,2R)-2-(3-bromophenyl)-2-(pyridin-2-ylthio)cyclopropyl)-3-methylpyrimidin-4(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 1 h / 20 °C

2.1: 2,2'-azobis(isobutyronitrile); tributylphosphine; (2-pyridyl-N-Oxide) sulfide; tri-n-butyl-tin hydride / toluene / 20 - 80 °C / Inert atmosphere

With N,O-bis-(trimethylsilyl)-acetamide; 2,2'-azobis(isobutyronitrile); tributylphosphine; (2-pyridyl-N-Oxide) sulfide; tri-n-butyl-tin hydride; In toluene; 2.1: |Barton Decarboxylation;
DOI:10.1021/jm3011405