Technology Process of <2R,6R,2(1S,2S)>-2-<1,2-Bis<(methoxymethyl)oxy>propyl>-6-methyl-N-(p-tolylsulfonyl)piperidine
There total 10 articles about <2R,6R,2(1S,2S)>-2-<1,2-Bis<(methoxymethyl)oxy>propyl>-6-methyl-N-(p-tolylsulfonyl)piperidine 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
N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
for 120h;
Ambient temperature;
DOI:10.1021/ja00186a038
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) Mg / 1.) THF, 2.) THF, -78 deg C, 30 min
2: oxalyl chloride, dimethyl sulfoxide / CH2Cl2 / 1 h / -78 °C
3: 1 M LiBH(sec-Bu)3 / tetrahydrofuran / 1 h / -78 °C
4: 57 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature
5: hydrazine hydrate / ethanol / 2.5 h / Heating
6: aq. Na2CO3 / CH2Cl2 / 3 h / Heating
7: 68 percent / O2, PdCl2, CuCl2 / dimethylformamide; H2O / 0.67 h / 70 °C
8: 95 percent / H2 / 10percent Pd/C / methanol / 1 h
9: 51 percent / diisopropylethylamine / CH2Cl2 / 120 h / Ambient temperature
With
oxalyl dichloride; hydrogen; oxygen; L-Selectride; sodium carbonate; hydrazine hydrate; magnesium; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper dichloride; palladium dichloride; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00186a038
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1 M LiBH(sec-Bu)3 / tetrahydrofuran / 1 h / -78 °C
2: 57 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 14 h / Ambient temperature
3: hydrazine hydrate / ethanol / 2.5 h / Heating
4: aq. Na2CO3 / CH2Cl2 / 3 h / Heating
5: 68 percent / O2, PdCl2, CuCl2 / dimethylformamide; H2O / 0.67 h / 70 °C
6: 95 percent / H2 / 10percent Pd/C / methanol / 1 h
7: 51 percent / diisopropylethylamine / CH2Cl2 / 120 h / Ambient temperature
With
hydrogen; oxygen; L-Selectride; sodium carbonate; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; copper dichloride; palladium dichloride; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00186a038
