Technology Process of (6S,10S)-8-(1'-ethyl-2'-acetyl)-9-(2',5'-dioxacyclopentanyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole
There total 18 articles about (6S,10S)-8-(1'-ethyl-2'-acetyl)-9-(2',5'-dioxacyclopentanyl)-12-benzyl-6,7,8,9,10,11-hexahydro-6,10-imino-5H-cyclooctaindole 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:
- Guidance literature:
-
With
sodium periodate;
In
methanol;
at 0 ℃;
for 16h;
Yield given;
DOI:10.1021/ja990184l
- Guidance literature:
-
Multi-step reaction with 11 steps
1: TFA / CH2Cl2 / 48 h / Ambient temperature
2: NaH, MeOH / toluene / 48 h / Heating
3: aq. HCl, aq. AcOH / 12 h / Heating
4: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 2 h
5: aq. KOH / 16 h / Ambient temperature
6: LiClO4 / dioxane / 96 h / Heating
7: 90 percent / Li, biphenyl, BaI2 / tetrahydrofuran / 2 h / -78 °C
8: KH, 18-crown-6 / dioxane / 14 h / Heating
9: 95 percent / p-TSA*H2O / benzene / 20 h / Heating
10: OsO4, pyridine / tetrahydrofuran / 20 h / 0 °C
11: aq. NaIO4 / methanol / 16 h / 0 °C
With
pyridine; hydrogenchloride; methanol; potassium hydroxide; sodium periodate; osmium(VIII) oxide; 18-crown-6 ether; biphenyl; barium(II) iodide; lithium perchlorate; lithium; potassium hydride; sodium hydride; toluene-4-sulfonic acid; acetic acid; trifluoroacetic acid; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene; benzene;
DOI:10.1021/ja990184l
- Guidance literature:
-
Multi-step reaction with 10 steps
1: NaH, MeOH / toluene / 48 h / Heating
2: aq. HCl, aq. AcOH / 12 h / Heating
3: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 2 h
4: aq. KOH / 16 h / Ambient temperature
5: LiClO4 / dioxane / 96 h / Heating
6: 90 percent / Li, biphenyl, BaI2 / tetrahydrofuran / 2 h / -78 °C
7: KH, 18-crown-6 / dioxane / 14 h / Heating
8: 95 percent / p-TSA*H2O / benzene / 20 h / Heating
9: OsO4, pyridine / tetrahydrofuran / 20 h / 0 °C
10: aq. NaIO4 / methanol / 16 h / 0 °C
With
pyridine; hydrogenchloride; methanol; potassium hydroxide; sodium periodate; osmium(VIII) oxide; 18-crown-6 ether; biphenyl; barium(II) iodide; lithium perchlorate; lithium; potassium hydride; sodium hydride; toluene-4-sulfonic acid; acetic acid; lithium diisopropyl amide;
In
tetrahydrofuran; 1,4-dioxane; methanol; toluene; benzene;
DOI:10.1021/ja990184l
