N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene

Base Information

Chemical Name:N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene
CAS No.:561067-62-7
Molecular Formula:C₂₁H₂₇NO₅
Molecular Weight:373.449
Hs Code.:

Synonyms:N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene

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Chemical Property of N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene

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Technology Process of N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene

There total 6 articles about N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene 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: 83.0%

: 108306-23-6
2-ethoxy-1-aza-1,3-butadiene

: 561067-60-5
4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoic acid

: 561067-62-7
N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1021/jo0341362

Reference yield:

: 561067-54-7
methyl 4-(benzyloxy)methyl-6-hydroxy-2E,4Z-hexadienoate

: 561067-62-7
N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / iPr₂NEt / CH₂Cl₂ / 12 h / 20 °C

2: 70 percent / LDA; HMPA / tetrahydrofuran / 3.5 h / cooling

3: 100 percent / KOH / methanol; H₂O / 4 h / 0 °C

4: 83 percent / Et₃N; 2-chloro-1-methylpyridinium iodide / CH₂Cl₂ / 4 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; 2-chloro-1-methyl-pyridinium iodide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo0341362

Reference yield:

: 561067-58-1
(3Z,5E)-4-Benzyloxymethyl-6-methoxymethoxy-hexa-3,5-dienoic acid methyl ester

: 561067-62-7
N-[4-(benzyloxy)methyl-6-(methoxymethoxy)-3Z,5E-hexadienoyl]-2-ethoxy-1-aza-1,3-butadiene

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / KOH / methanol; H₂O / 4 h / 0 °C

2: 83 percent / Et₃N; 2-chloro-1-methylpyridinium iodide / CH₂Cl₂ / 4 h / 0 °C

With potassium hydroxide; 2-chloro-1-methyl-pyridinium iodide; triethylamine; In methanol; dichloromethane; water;
DOI:10.1021/jo0341362