Technology Process of N,N'-bis<(1R,6S,7R,8S)-7-(hydroxymethyl)bicyclo<4.3.0>non-8-yl>-N,N'-bis(toluene-4-sulfonyl)-1,3-propanediamide
There total 15 articles about N,N'-bis<(1R,6S,7R,8S)-7-(hydroxymethyl)bicyclo<4.3.0>non-8-yl>-N,N'-bis(toluene-4-sulfonyl)-1,3-propanediamide 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
hydrogen; nickel;
In
ethanol;
for 18h;
DOI:10.1021/jo951413z
- Guidance literature:
-
Multi-step reaction with 11 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
10: 97 percent / Et3N / CH2Cl2 / 72 h / Ambient temperature
11: 97 percent / Raney nickel, H2 / ethanol / 18 h
With
hydrogenchloride; lithium aluminium tetrahydride; hydrogen; ammonium formate; sodium tris(acetoxy)borohydride; nickel; 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; ethanol; dichloromethane; acetic acid; toluene; acetonitrile; benzene;
DOI:10.1021/jo951413z
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 70 percent / NaBH(OAc)3 / tetrahydrofuran; acetic acid / 1) 0-5 deg C, 1 h; 2) room temperature, 24 h
2: 77 percent / NH4OCHO / Pd/C / methanol / 3 h / Heating
3: 98 percent / Et3N / CH2Cl2 / 1 h / -78 °C
4: 83 percent / K2CO3, KI / acetonitrile / 72 h / Heating
5: 84 percent / sodium bis(methoxyethoxy)aluminum hydride / toluene / 18 h / 100 °C
6: 97 percent / Et3N / CH2Cl2 / 72 h / Ambient temperature
7: 97 percent / Raney nickel, H2 / ethanol / 18 h
With
hydrogen; ammonium formate; sodium tris(acetoxy)borohydride; nickel; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; potassium iodide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; acetic acid; toluene; acetonitrile;
DOI:10.1021/jo951413z
