(3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide

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Chemical Name:(3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide
CAS No.:358618-43-6
Molecular Formula:C₂₆H₂₉NO₄
Molecular Weight:419.521
Hs Code.:

Synonyms:(3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide

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Chemical Property of (3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide

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Technology Process of (3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide

There total 4 articles about (3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide 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: 85.0%

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

: 358618-44-7
(3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid

: 358618-43-6
(3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide

Guidance literature:: With 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1021/ol015988w

Reference yield:

: 123706-85-4
((E)-3-Benzyloxy-1-benzyloxymethyl-propenyl)-tributyl-stannane

: 358618-43-6
(3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / Pd₂(dba)3; tri-2-furylphosphine; CuI / N-methylpyrrolidine / 3 h / 65 °C

2: 89 percent / LDA; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / tetrahydrofuran / -78 °C

3: 96 percent / LiOH / acetone; H₂O

4: 85 percent / 2-chloro-1-methylpyridinium iodide; Et₃N / CH₂Cl₂ / 0 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; copper(l) iodide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; trifuran-2-yl-phosphane; 2-chloro-1-methyl-pyridinium iodide; triethylamine; lithium diisopropyl amide; 1-Methylpyrrolidine; In tetrahydrofuran; dichloromethane; water; acetone; 1: Stille coupling;
DOI:10.1021/ol015988w

Reference yield:

: 358618-49-2
(3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid methyl ester

: 358618-43-6
(3Z,5E)-6-Benzyloxy-4-benzyloxymethyl-hexa-3,5-dienoic acid [1-ethoxy-prop-2-en-(E)-ylidene]-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / LiOH / acetone; H₂O

2: 85 percent / 2-chloro-1-methylpyridinium iodide; Et₃N / CH₂Cl₂ / 0 °C

With lithium hydroxide; 2-chloro-1-methyl-pyridinium iodide; triethylamine; In dichloromethane; water; acetone;
DOI:10.1021/ol015988w