Technology Process of (S)-2-{(2S,6R,7S,9S)-2-(4-Benzyloxy-benzyl)-10-oxo-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-6-ylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester
There total 25 articles about (S)-2-{(2S,6R,7S,9S)-2-(4-Benzyloxy-benzyl)-10-oxo-9-[3-(2-oxo-4,5-diphenyl-oxazol-3-yl)-propyl]-4-oxa-1,8-diaza-bicyclo[5.3.1]undec-6-ylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 80 percent / triethylamine / CH2Cl2 / 1.17 h
2: 99 percent / collidine / CH2Cl2 / 1.25 h
3: 79 percent / triethylamine / acetonitrile / 10 h / Heating
4: 66 percent / PCl5 / tetrahydrofuran / 1.75 h / 0 °C
5: 82 percent / Bu4NF / tetrahydrofuran / 0.5 h
6: 94 percent / triethylamine / CH2Cl2 / 1.5 h / Ambient temperature
7: NaH / dimethylsulfoxide / 2 h
8: NaBH4 / methanol
9: NaI / acetone / Heating
10: 1.) NaHCO3 / 1.) H2O, 2.) CH3CN, room temp.
With
2,3,5-trimethyl-pyridine; sodium tetrahydroborate; phosphorus pentachloride; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1021/jo961114p
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 72 percent / dioxane / 9 h / Heating
2: 80 percent / triethylamine / CH2Cl2 / 1.17 h
3: 99 percent / collidine / CH2Cl2 / 1.25 h
4: 79 percent / triethylamine / acetonitrile / 10 h / Heating
5: 66 percent / PCl5 / tetrahydrofuran / 1.75 h / 0 °C
6: 82 percent / Bu4NF / tetrahydrofuran / 0.5 h
7: 94 percent / triethylamine / CH2Cl2 / 1.5 h / Ambient temperature
8: NaH / dimethylsulfoxide / 2 h
9: NaBH4 / methanol
10: NaI / acetone / Heating
11: 1.) NaHCO3 / 1.) H2O, 2.) CH3CN, room temp.
With
2,3,5-trimethyl-pyridine; sodium tetrahydroborate; phosphorus pentachloride; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1021/jo961114p
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 99 percent / collidine / CH2Cl2 / 1.25 h
2: 79 percent / triethylamine / acetonitrile / 10 h / Heating
3: 66 percent / PCl5 / tetrahydrofuran / 1.75 h / 0 °C
4: 82 percent / Bu4NF / tetrahydrofuran / 0.5 h
5: 94 percent / triethylamine / CH2Cl2 / 1.5 h / Ambient temperature
6: NaH / dimethylsulfoxide / 2 h
7: NaBH4 / methanol
8: NaI / acetone / Heating
9: 1.) NaHCO3 / 1.) H2O, 2.) CH3CN, room temp.
With
2,3,5-trimethyl-pyridine; sodium tetrahydroborate; phosphorus pentachloride; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; triethylamine; sodium iodide;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; acetone; acetonitrile;
DOI:10.1021/jo961114p
![(S)-1-[(3R,5S)-5-(4-Benzyloxy-benzyl)-morpholin-3-yl]-ethane-1,2-diol](/Databaselist/images/loading.webp)
