(2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al

Base Information

Chemical Name:(2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al
CAS No.:377750-91-9
Molecular Formula:C₄₀H₄₂O₄
Molecular Weight:586.771
Hs Code.:

Synonyms:(2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al

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Chemical Property of (2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al

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Technology Process of (2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al

There total 28 articles about (2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al 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%

: 377751-14-9
(2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-ol

: 377750-91-9
(2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ol016449u DOI:10.1021/ja048320w

Reference yield:

: 377751-08-1
(2S,3R,5E)-3-methyl-5-heptene-1,2,7-triol

: 377750-91-9
(2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al

Guidance literature:: Multi-step reaction with 10 steps

1: 18.9 g / TsOH*H₂O / dimethylformamide / 17 h / 50 °C

2: 15.6 g / DIBAL-H / CH₂Cl₂; toluene / 4.5 h / -78 °C

3: 73 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / -78 - -20 °C

4: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

5: 12.2 g / PPh₃ / CH₂Cl₂ / 1 h / -78 °C

6: 80 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

7: 91 percent / Et₃N; Pd(PPh₃)4; CuI / 2.5 h

8: 66 percent / H₂; quinoline; 1-hexene / Lindlar catalyst / 2 h / atmospheric pressure

9: 100 percent / Bu₄NF / tetrahydrofuran / 2.5 h / 0 °C

10: 83 percent / MnO₂ / CH₂Cl₂ / 0.5 h / 0 °C

With quinoline; dmap; manganese(IV) oxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 1-hexene; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; Lindlar's catalyst; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 4: Dess-Martin oxidation / 5: Corey-Fuchs reaction;
DOI:10.1021/ja048320w

Reference yield:

: 377751-07-0
(2E,5R,6S)-6,7-(isopropylidene)dioxy-5-methyl-2-hepten-1-ol

: 377750-91-9
(2E,5R,6S,7Z,9E)-6-[(4-methoxyphenyl)methoxy]-5-methyl-12-(triphenylmethoxy)-2,7,9-dodecatrien-1-al

Guidance literature:: Multi-step reaction with 11 steps

1: Amberlyst 15 / aq. methanol / 12 h / 50 °C

2: 18.9 g / TsOH*H₂O / dimethylformamide / 17 h / 50 °C

3: 15.6 g / DIBAL-H / CH₂Cl₂; toluene / 4.5 h / -78 °C

4: 73 percent / Et₃N; DMAP / CH₂Cl₂ / 2 h / -78 - -20 °C

5: Dess-Martin periodinane / CH₂Cl₂ / 2 h / 0 °C

6: 12.2 g / PPh₃ / CH₂Cl₂ / 1 h / -78 °C

7: 80 percent / n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

8: 91 percent / Et₃N; Pd(PPh₃)4; CuI / 2.5 h

9: 66 percent / H₂; quinoline; 1-hexene / Lindlar catalyst / 2 h / atmospheric pressure

10: 100 percent / Bu₄NF / tetrahydrofuran / 2.5 h / 0 °C

11: 83 percent / MnO₂ / CH₂Cl₂ / 0.5 h / 0 °C

With quinoline; dmap; manganese(IV) oxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 1-hexene; Amberlyst 15; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; Lindlar's catalyst; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5: Dess-Martin oxidation / 6: Corey-Fuchs reaction;
DOI:10.1021/ja048320w