Technology Process of (S)-7-(2-{2-[(E)-2-cyclohexylvinyl]-5-methyloxazol-4-yl}ethoxy)-2-[(2E,4E)-hexa-2,4-dienoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid tert-butylamine salt
There total 9 articles about (S)-7-(2-{2-[(E)-2-cyclohexylvinyl]-5-methyloxazol-4-yl}ethoxy)-2-[(2E,4E)-hexa-2,4-dienoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid tert-butylamine salt which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl (S)-7-(2-{2-[(E)-2-cyclohexylvinyl]-5-methyloxazol-4-yl}ethoxy)-2-[(2E,4E)-hexa-2,4-dienoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate;
With
water; lithium hydroxide;
In
tetrahydrofuran; methanol;
at 20 ℃;
for 1h;
tert-butylamine;
In
methanol; di-isopropyl ether;
for 0.5h;
Cooling with ice;
DOI:10.1248/cpb.59.1233
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: triethylamine; isobutyl chloroformate / dichloromethane / 0.33 h / 10 °C
1.2: 1 h / 10 °C
2.1: 4-methyl-morpholine; dmap; acetic anhydride / toluene / 1.5 h / 60 - 70 °C
3.1: trichlorophosphate / toluene / 0.75 h / 100 °C
4.1: diisobutylaluminium hydride / toluene / 1 h / -40 °C
5.1: triethylamine / dichloromethane / 0.33 h / 0 °C
6.1: tetraethylammonium fluoride; potassium carbonate / toluene / 12 h / 90 °C
7.1: hydrogenchloride; formic acid / isopropyl alcohol / 0.5 h / 20 °C / Cooling with ice
8.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1.5 h / 20 °C / Cooling with ice
9.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C
9.2: 0.5 h / Cooling with ice
With
4-methyl-morpholine; hydrogenchloride; dmap; formic acid; water; acetic anhydride; diisobutylaluminium hydride; tetraethylammonium fluoride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hydroxide; trichlorophosphate; isobutyl chloroformate;
In
tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; toluene;
2.1: Dakin-West reaction;
DOI:10.1248/cpb.59.1233
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 4-methyl-morpholine; dmap; acetic anhydride / toluene / 1.5 h / 60 - 70 °C
2.1: trichlorophosphate / toluene / 0.75 h / 100 °C
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: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1.5 h / 20 °C / Cooling with ice
8.1: water; lithium hydroxide / tetrahydrofuran; methanol / 1 h / 20 °C
8.2: 0.5 h / Cooling with ice
With
4-methyl-morpholine; hydrogenchloride; dmap; formic acid; water; acetic anhydride; diisobutylaluminium hydride; tetraethylammonium fluoride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hydroxide; trichlorophosphate;
In
tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol; toluene;
1.1: Dakin-West reaction;
DOI:10.1248/cpb.59.1233
![methyl (S)-7-(2-{2-[(E)-2-cyclohexylvinyl]-5-methyloxazol-4-yl}ethoxy)-2-[(2E,4E)-hexa-2,4-dienoyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylate](/Databaselist/images/loading.webp)
