(Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

Base Information

Chemical Name:(Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate
CAS No.:1352752-20-5
Molecular Formula:C₁₉H₂₅NO₅
Molecular Weight:347.411
Hs Code.:

Synonyms:(Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

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Chemical Property of (Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

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Technology Process of (Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

There total 3 articles about (Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate 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:

: 104-87-0
4-methyl-benzaldehyde

: 141734-32-9
5-((tert-butoxycarbonyl)amino)-3-oxopentanoic acid methyl ester

: 1352752-51-2
(E)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

: 1352752-20-5
(Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

Guidance literature:: With piperidine; acetic acid; In benzene; optical yield given as %de; Inert atmosphere; Reflux;
DOI:10.1016/j.tetlet.2011.10.072

Reference yield:

: [3-(2,2-dimethyl-4,6-dioxo-[1,3]-dioxan-5-yl)-3-oxo-propyl]-carbamic acid tert-butyl ester

: 1352752-51-2
(E)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

: 1352752-20-5
(Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 4 h / Inert atmosphere; Reflux

2: piperidine; acetic acid / benzene / Inert atmosphere; Reflux

With piperidine; acetic acid; In benzene; 2: Knoevenagel condensation;
DOI:10.1016/j.tetlet.2011.10.072

Reference yield:

: 3303-84-2
3-(tert-butyloxycarbonylamino)propionic acid

: 1352752-51-2
(E)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

: 1352752-20-5
(Z)-methyl 5-((tert-butoxycarbonyl)amino)-2-(4-methylbenzylidene)-3-oxopentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 5.25 h / 0 - 20 °C / Inert atmosphere

2: 4 h / Inert atmosphere; Reflux

3: piperidine; acetic acid / benzene / Inert atmosphere; Reflux

With piperidine; dmap; acetic acid; dicyclohexyl-carbodiimide; In dichloromethane; benzene; 3: Knoevenagel condensation;
DOI:10.1016/j.tetlet.2011.10.072