Technology Process of (1R,6S,7R,8S)-N-(tert-butoxycarbonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide
There total 12 articles about (1R,6S,7R,8S)-N-(tert-butoxycarbonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide 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:
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Multi-step reaction with 7 steps
1: 99 percent / TsOH*H2O / benzene / 12 h / Heating
2: 99 percent / LiAlH4 / diethyl ether / 5 h / Ambient temperature
3: 1.) NaH / 1) DMF, room temperature, 1 h; 2) DMF, room temperature, 22 h
4: 99 percent / aq. HCl / tetrahydrofuran / 3 h / 60 °C
5: 70 percent / NaBH(OAc)3 / tetrahydrofuran; acetic acid / 1) 0-5 deg C, 1 h; 2) room temperature, 24 h
6: 77 percent / NH4OCHO / Pd/C / methanol / 3 h / Heating
7: 93 percent / NaOH / dioxane; H2O / 6 h / Ambient temperature
With
hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; water; acetic acid; benzene;
DOI:10.1021/jo951413z
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 95 percent / aq. KOH / 24 h / Heating
2: 82 percent / H2SO4 (98percent) / 48 h
3: 96 percent / NaH / tetrahydrofuran / 2.5 h
4: 99 percent / TsOH*H2O / benzene / 12 h / Heating
5: 99 percent / LiAlH4 / diethyl ether / 5 h / Ambient temperature
6: 1.) NaH / 1) DMF, room temperature, 1 h; 2) DMF, room temperature, 22 h
7: 99 percent / aq. HCl / tetrahydrofuran / 3 h / 60 °C
8: 70 percent / NaBH(OAc)3 / tetrahydrofuran; acetic acid / 1) 0-5 deg C, 1 h; 2) room temperature, 24 h
9: 77 percent / NH4OCHO / Pd/C / methanol / 3 h / Heating
10: 93 percent / NaOH / dioxane; H2O / 6 h / Ambient temperature
With
hydrogenchloride; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; sulfuric acid; ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; toluene-4-sulfonic acid;
palladium on activated charcoal;
In
tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; water; acetic acid; benzene;
DOI:10.1021/jo951413z
