methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Base Information

Chemical Name:methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate
CAS No.:1355450-60-0
Molecular Formula:C₃₂H₄₀N₂O₅
Molecular Weight:532.68
Hs Code.:

Synonyms:methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

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Chemical Property of methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

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Technology Process of methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

There total 7 articles about methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 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: 99.0%

: 1355450-53-1
methyl (S)-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

: 2614-88-2
sorbinyl chloride

: 1355450-60-0
methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: With triethylamine; In dichloromethane; for 0.5h; Cooling with ice;
DOI:10.1248/cpb.59.1233

Reference yield:

: 1355450-33-7
(E)-3-(1-methylcyclohexyl)acrylic acid

: 1355450-60-0
methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: thionyl chloride / 2 h / 20 °C

1.2: 1 h / 0 °C

2.1: toluene / Reflux

3.1: diisobutylaluminium hydride / toluene / 1 h / -40 °C

4.1: triethylamine / dichloromethane / 0.33 h / 0 °C

5.1: tetraethylammonium fluoride; potassium carbonate / toluene / 12 h / 90 °C

6.1: hydrogenchloride; formic acid / isopropyl alcohol / 0.5 h / 20 °C / Cooling with ice

7.1: triethylamine / dichloromethane / 0.5 h / Cooling with ice

With hydrogenchloride; formic acid; thionyl chloride; diisobutylaluminium hydride; tetraethylammonium fluoride; potassium carbonate; triethylamine; In dichloromethane; isopropyl alcohol; toluene;
DOI:10.1248/cpb.59.1233

Reference yield:

: 1355450-35-9
(E)-3-(1-methylcyclohexyl)acrylamide

: 1355450-60-0
methyl (S)-2-[(2E,4E)-hexa-2,4-dienoyl]-7-(2-{5-methyl-2-[(E)-2-(1-methylcyclohexyl)vinyl]oxazol-4-yl}ethoxy)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: toluene / Reflux

2: diisobutylaluminium hydride / toluene / 1 h / -40 °C

3: triethylamine / dichloromethane / 0.33 h / 0 °C

4: tetraethylammonium fluoride; potassium carbonate / toluene / 12 h / 90 °C

5: hydrogenchloride; formic acid / isopropyl alcohol / 0.5 h / 20 °C / Cooling with ice

6: triethylamine / dichloromethane / 0.5 h / Cooling with ice

With hydrogenchloride; formic acid; diisobutylaluminium hydride; tetraethylammonium fluoride; potassium carbonate; triethylamine; In dichloromethane; isopropyl alcohol; toluene;
DOI:10.1248/cpb.59.1233