methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate

Base Information

Chemical Name:methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate
CAS No.:1197335-46-8
Molecular Formula:C₃₈H₃₂N₂O₅
Molecular Weight:596.682
Hs Code.:

Synonyms:methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate

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Chemical Property of methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate

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Technology Process of methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate

There total 6 articles about methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate 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: 87.0%

: 1197335-24-2
methyl (2S)-5-(dimethoxyphosphoryl)-4-oxo-2-(tritylamino)pentanoate

: 411206-92-3
3'-nitro-[1,1'-biphenyl]-4-carboxaldehyde

: 1197335-46-8
methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate

Guidance literature:: With potassium carbonate; In acetonitrile; at 50 ℃; Inert atmosphere;
DOI:10.1021/jo3022583

Reference yield: 84.0%

: methyl (2S)-5-(dimethoxyphosphoryl)-4-oxo-2-(tritylamino)pentanoate

: 411206-92-3
3'-nitro-[1,1'-biphenyl]-4-carboxaldehyde

: 1197335-46-8
methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate

Guidance literature:: methyl (2S)-5-(dimethoxyphosphoryl)-4-oxo-2-(tritylamino)pentanoate; With potassium carbonate; In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

3'-nitro-[1,1'-biphenyl]-4-carboxaldehyde; In acetonitrile; at 50 ℃; for 72h; Inert atmosphere;
DOI:10.1039/c5ob00364d

Reference yield:

: 116393-72-7
dimethyl (2S)-N-(triphenylmethyl)aspartate

: 1197335-46-8
methyl (2S,5E)-2-(tritylamino)-4-oxo-6-(3′-nitrobiphen-4-yl)-hex-5-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: potassium carbonate / acetonitrile / 20 °C / Inert atmosphere

2.2: 72 h / 50 °C / Inert atmosphere

With n-butyllithium; potassium carbonate; In tetrahydrofuran; hexane; acetonitrile; 2.1: Horner-Wadsworth-Emmons olefination / 2.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1039/c1cc11916h