(3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid

Base Information

Chemical Name:(3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid
CAS No.:932017-91-9
Molecular Formula:C₃₂H₃₆O₅
Molecular Weight:500.635
Hs Code.:

Synonyms:(3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid

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Chemical Property of (3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid

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Technology Process of (3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid

There total 8 articles about (3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid 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: 77.0%

: 932017-95-3
(E)-3-(3-(adamantan-1-yl)-4-benzyloxyphenyl)acrylaldehyde

: 65434-72-2
2-(triphenylphosphoranylidene)succinic acid 1-ethyl ester

: 932017-91-9
(3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid

Guidance literature:: In toluene; for 2h; Heating;
DOI:10.1016/j.tet.2006.12.038

Reference yield:

: 352647-05-3
3-(adamantan-1-yl)-4-hydroxybenzaldehyde

: 932017-91-9
(3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaH / dimethylformamide / 1 h / 20 °C

2: 65 percent / toluene / 3 h / Heating

3: 68 percent / Red-Al(R) / toluene / 1 h / -20 °C

4: 74 percent / MnO₂ / CH₂Cl₂ / 0.5 h / Heating

5: 77 percent / toluene / 2 h / Heating

With manganese(IV) oxide; sodium hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; In dichloromethane; N,N-dimethyl-formamide; toluene; 2: Wittig reaction / 5: Wittig reaction;
DOI:10.1016/j.tet.2006.12.038

Reference yield:

: 932017-92-0
3-(adamantan-1-yl)-4-(benzyloxy)benzaldehyde

: 932017-91-9
(3E,5E)-6-(3-(adamantan-1-yl)-4-benzyloxyphenyl)-3-(ethoxycarbonyl)hexa-3,5-dienoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 65 percent / toluene / 3 h / Heating

2: 68 percent / Red-Al(R) / toluene / 1 h / -20 °C

3: 74 percent / MnO₂ / CH₂Cl₂ / 0.5 h / Heating

4: 77 percent / toluene / 2 h / Heating

With manganese(IV) oxide; sodium bis(2-methoxyethoxy)aluminium dihydride; In dichloromethane; toluene; 1: Wittig reaction / 4: Wittig reaction;
DOI:10.1016/j.tet.2006.12.038