(S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone

Base Information

Chemical Name:(S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone
CAS No.:861144-43-6
Molecular Formula:C₂₂H₂₄O₅
Molecular Weight:368.43
Hs Code.:

Synonyms:(S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone

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Chemical Property of (S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone

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Technology Process of (S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone

There total 6 articles about (S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone 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:

: 861144-54-9
(4E,6E)-2-[(S)-2-(4-Methoxy-benzyloxy)-2-methyl-3-oxo-pent-(Z)-ylidene]-3-oxo-octa-4,6-dienoic acid ethyl ester

: 861144-43-6
(S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone

Guidance literature:: With potassium triphenylmethanolate; In tetrahydrofuran; at -72 ℃; for 0.5h;
DOI:10.1002/anie.200500480

Reference yield:

: 861144-46-9
(R)-2-(4-Methoxy-benzyloxy)-2-methyl-3-methylene-pentanal

: 861144-43-6
(S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone

Guidance literature:: Multi-step reaction with 3 steps

1: TiCl₄; N-methylmorpholine / tetrahydrofuran / 14 h / 0 - 20 °C

2: Pb(OAc)2; (p-Tol)3P / benzene / 0.5 h / 85 °C

3: Ph₃COK / tetrahydrofuran / 0.5 h / -72 °C

With 4-methyl-morpholine; lead acetate; potassium triphenylmethanolate; titanium tetrachloride; Tri(p-tolyl)phosphine; In tetrahydrofuran; benzene; 1: Knoevenagel condensation / 3: Claisen-Vorlaender condensation;
DOI:10.1002/anie.200500480

Reference yield:

: 861144-48-1
1-((R)-1-Dipropoxymethyl-1-methyl-2-methylene-butoxymethyl)-4-methoxy-benzene

: 861144-43-6
(S)-4-((2E,4E)-Hexa-2,4-dienoyl)-3-hydroxy-6-(4-methoxy-benzyloxy)-2,6-dimethyl-cyclohexa-2,4-dienone

Guidance literature:: Multi-step reaction with 4 steps

1: aq. HCl / acetone / 20 °C

2: TiCl₄; N-methylmorpholine / tetrahydrofuran / 14 h / 0 - 20 °C

3: Pb(OAc)2; (p-Tol)3P / benzene / 0.5 h / 85 °C

4: Ph₃COK / tetrahydrofuran / 0.5 h / -72 °C

With 4-methyl-morpholine; hydrogenchloride; lead acetate; potassium triphenylmethanolate; titanium tetrachloride; Tri(p-tolyl)phosphine; In tetrahydrofuran; acetone; benzene; 2: Knoevenagel condensation / 4: Claisen-Vorlaender condensation;
DOI:10.1002/anie.200500480