Technology Process of (1R,2R,4S,5S)-2,4-diazido-N-((1S,2S,4R,5R)-2,4-diamino-5-methoxycyclohexyl)-5-hydroxycyclohexanecarboxamide
There total 9 articles about (1R,2R,4S,5S)-2,4-diazido-N-((1S,2S,4R,5R)-2,4-diamino-5-methoxycyclohexyl)-5-hydroxycyclohexanecarboxamide 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
triflic azide; potassium carbonate;
In
methanol; dichloromethane;
at 0 - 20 ℃;
DOI:10.1016/j.bmcl.2011.06.084
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.08 h / 0 °C
1.2: 0.25 h / 20 °C / Inert atmosphere
2.1: hydrogenchloride; water / methanol / 1 h / Reflux
3.1: palladium 10% on activated carbon; hydrogen; triethylamine / methanol / 12 h / 20 °C
4.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 70 °C / Inert atmosphere
5.1: potassium carbonate / methanol / 0.5 h / 20 °C
6.1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 3 h / 70 °C / Inert atmosphere
7.1: palladium on carbon; hydrogen / methanol / 12 h / 20 °C
8.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 50 °C
9.1: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
10.1: triflic azide; potassium carbonate / methanol; dichloromethane / 0 - 20 °C
With
hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; triflic azide; diphenyl phosphoryl azide; palladium 10% on activated carbon; palladium on carbon; water; hydrogen; sodium hydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
4.1: Mitsunobu reaction / 6.1: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2011.06.084
- Guidance literature:
-
Multi-step reaction with 7 steps
1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / 70 °C / Inert atmosphere
2: potassium carbonate / methanol / 0.5 h / 20 °C
3: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 3 h / 70 °C / Inert atmosphere
4: palladium on carbon; hydrogen / methanol / 12 h / 20 °C
5: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 3 h / 50 °C
6: trifluoroacetic acid / dichloromethane / 2 h / 20 °C
7: triflic azide; potassium carbonate / methanol; dichloromethane / 0 - 20 °C
With
1-hydroxy-7-aza-benzotriazole; di-isopropyl azodicarboxylate; triflic azide; diphenyl phosphoryl azide; palladium on carbon; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
1: Mitsunobu reaction / 3: Mitsunobu reaction;
DOI:10.1016/j.bmcl.2011.06.084
