Technology Process of (2R,3S,4R,5R)-3,8-bis(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2,4-dimethyloctanal
There total 12 articles about (2R,3S,4R,5R)-3,8-bis(tert-butyldimethylsilanyloxy)-5-(4-methoxybenzyloxy)-2,4-dimethyloctanal 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
sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine;
In
dichloromethane; dimethyl sulfoxide;
at 20 ℃;
for 1h;
DOI:10.1021/jm0204136
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 95 percent / lithium borohydride / methanol; tetrahydrofuran / 2.33 h / 0 - 20 °C
2.1: 72 percent / pyridinium p-toluenesulfonate / benzene / 15 h / Heating
3.1: diisobutylaluminum hydride / tetrahydrofuran; CH2Cl2 / 1 h / 0 °C
4.1: pyridinium sulfur trioxide; diisopropylethylamine / dimethylsulfoxide; CH2Cl2 / 1 h / 20 °C
5.1: LDA / tetrahydrofuran / 1 h / -78 °C
5.2: 73 percent / tetrahydrofuran / 2 h / -78 - 20 °C
6.1: 2,6-lutidine / CH2Cl2 / 2 h / 20 °C
7.1: 997 mg / diisobutylaluminum hydride / tetrahydrofuran; CH2Cl2 / 1 h / 0 °C
8.1: pyridinium sulfur trioxide; diisopropylethylamine / dimethylsulfoxide; CH2Cl2 / 1 h / 20 °C
With
2,6-dimethylpyridine; lithium borohydride; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; benzene;
1.1: Evans syn-aldol condensation / 6.2: Heathcock's aldol reaction;
DOI:10.1021/jm0204136
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 95 percent / pyridinium sulfur trioxide
2.1: 95 percent / lithium borohydride / methanol; tetrahydrofuran / 2.33 h / 0 - 20 °C
3.1: 72 percent / pyridinium p-toluenesulfonate / benzene / 15 h / Heating
4.1: diisobutylaluminum hydride / tetrahydrofuran; CH2Cl2 / 1 h / 0 °C
5.1: pyridinium sulfur trioxide; diisopropylethylamine / dimethylsulfoxide; CH2Cl2 / 1 h / 20 °C
6.1: LDA / tetrahydrofuran / 1 h / -78 °C
6.2: 73 percent / tetrahydrofuran / 2 h / -78 - 20 °C
7.1: 2,6-lutidine / CH2Cl2 / 2 h / 20 °C
8.1: 997 mg / diisobutylaluminum hydride / tetrahydrofuran; CH2Cl2 / 1 h / 0 °C
9.1: pyridinium sulfur trioxide; diisopropylethylamine / dimethylsulfoxide; CH2Cl2 / 1 h / 20 °C
With
2,6-dimethylpyridine; lithium borohydride; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; benzene;
3.1: Evans syn-aldol condensation / 8.2: Heathcock's aldol reaction;
DOI:10.1021/jm0204136
