Technology Process of (2S,3S,4S,5R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-carbaldehyde
There total 14 articles about (2S,3S,4S,5R,6S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methoxy-5-[2-(4-methoxy-phenoxy)-ethyl]-3-propyl-tetrahydro-pyran-4-carbaldehyde 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:
-
Multi-step reaction with 15 steps
1: diethyl ether / Ambient temperature
2: Et3N / DMAP / CH2Cl2 / Ambient temperature
4: DEAD-Ph3P / CH2Cl2 / Ambient temperature
5: H2 / Pd/C / methanol
6: Et3N / CH2Cl2 / -10 °C
7: MeONa / methanol / Ambient temperature
8: diethyl ether / Ambient temperature
9: H2 / Pd/C / methanol
10: H(1+)
11: pyridine
12: Swern oxidation
13: MeLi / tetrahydrofuran / -78 °C
14: methylaluminum bis-(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR) / CH2Cl2 / -78 °C
15: K2CO3 / methanol
With
pyridine; methyllithium; hydrogen; sodium methylate; hydrogen cation; potassium carbonate; methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide); triethylamine; triphenylphosphine; diethylazodicarboxylate;
dmap; palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)75797-2
- Guidance literature:
-
Multi-step reaction with 14 steps
1: Et3N / DMAP / CH2Cl2 / Ambient temperature
3: DEAD-Ph3P / CH2Cl2 / Ambient temperature
4: H2 / Pd/C / methanol
5: Et3N / CH2Cl2 / -10 °C
6: MeONa / methanol / Ambient temperature
7: diethyl ether / Ambient temperature
8: H2 / Pd/C / methanol
9: H(1+)
10: pyridine
11: Swern oxidation
12: MeLi / tetrahydrofuran / -78 °C
13: methylaluminum bis-(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR) / CH2Cl2 / -78 °C
14: K2CO3 / methanol
With
pyridine; methyllithium; hydrogen; sodium methylate; hydrogen cation; potassium carbonate; methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide); triethylamine; triphenylphosphine; diethylazodicarboxylate;
dmap; palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)75797-2
- Guidance literature:
-
Multi-step reaction with 8 steps
1: diethyl ether / Ambient temperature
2: H2 / Pd/C / methanol
3: H(1+)
4: pyridine
5: Swern oxidation
6: MeLi / tetrahydrofuran / -78 °C
7: methylaluminum bis-(4-bromo-2,6-di-tert-butyl-phenoxide) (MABR) / CH2Cl2 / -78 °C
8: K2CO3 / methanol
With
pyridine; methyllithium; hydrogen; hydrogen cation; potassium carbonate; methylaluminium bis(4-bromo-2,6-di-tert.-butylphenoxide);
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)75797-2