Technology Process of (2R,3S,4R)-ethyl 6-(benzyloxy)-2-methyl-4-phenyl-1,2,3,4-tetrahydroquinoline-3-carboxylate
There total 6 articles about (2R,3S,4R)-ethyl 6-(benzyloxy)-2-methyl-4-phenyl-1,2,3,4-tetrahydroquinoline-3-carboxylate 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
(R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; 2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine; magnesium triflate;
In
toluene;
at 35 ℃;
optical yield given as %ee;
enantioselective reaction;
Molecular sieve;
DOI:10.1002/anie.201106808
- Guidance literature:
-
Multi-step reaction with 3 steps
1: pyridinium chlorochromate / dichloromethane / 20 °C
2: water; iron; acetic acid / ethyl acetate / 2 h / 110 °C
3: (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; 2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine; magnesium triflate / toluene / 35 °C / Molecular sieve
With
(R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; water; iron; 2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine; acetic acid; pyridinium chlorochromate; magnesium triflate;
In
dichloromethane; ethyl acetate; toluene;
3: Friedlaender Condensation/Transfer Hydrogenation;
DOI:10.1002/anie.201106808
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: iodine; magnesium / tetrahydrofuran / 60 °C
1.2: 20 °C
2.1: pyridinium chlorochromate / dichloromethane / 20 °C
3.1: water; iron; acetic acid / ethyl acetate / 2 h / 110 °C
4.1: (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; 2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine; magnesium triflate / toluene / 35 °C / Molecular sieve
With
(R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid; water; iodine; iron; 2,6-dimethyl-3,5-dimethoxycarbonyl-1,4-dihydropyridine; magnesium; acetic acid; pyridinium chlorochromate; magnesium triflate;
In
tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
4.1: Friedlaender Condensation/Transfer Hydrogenation;
DOI:10.1002/anie.201106808
