Technology Process of N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-1,3-propanediamide
There total 13 articles about N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-1,3-propanediamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium bis(2-methoxyethoxy)aluminium dihydride;
In
toluene;
at 100 ℃;
for 18h;
DOI:10.1021/jo951413z
- Guidance literature:
-
Multi-step reaction with 9 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: 98 percent / Et3N / CH2Cl2 / 1 h / -78 °C
8: 83 percent / K2CO3, KI / acetonitrile / 72 h / Heating
9: 84 percent / sodium bis(methoxyethoxy)aluminum hydride / toluene / 18 h / 100 °C
With
hydrogenchloride; lithium aluminium tetrahydride; ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; potassium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; toluene; acetonitrile; benzene;
DOI:10.1021/jo951413z
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) NaH / 1) DMF, room temperature, 1 h; 2) DMF, room temperature, 22 h
2: 99 percent / aq. HCl / tetrahydrofuran / 3 h / 60 °C
3: 70 percent / NaBH(OAc)3 / tetrahydrofuran; acetic acid / 1) 0-5 deg C, 1 h; 2) room temperature, 24 h
4: 77 percent / NH4OCHO / Pd/C / methanol / 3 h / Heating
5: 98 percent / Et3N / CH2Cl2 / 1 h / -78 °C
6: 83 percent / K2CO3, KI / acetonitrile / 72 h / Heating
7: 84 percent / sodium bis(methoxyethoxy)aluminum hydride / toluene / 18 h / 100 °C
With
hydrogenchloride; ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; potassium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; acetic acid; toluene; acetonitrile;
DOI:10.1021/jo951413z
