Technology Process of 1-[(2R,3R)-3-(4-Methoxy-benzyloxy)-2-(4-methoxy-phenoxymethyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone
There total 10 articles about 1-[(2R,3R)-3-(4-Methoxy-benzyloxy)-2-(4-methoxy-phenoxymethyl)-3,6-dihydro-2H-pyridin-1-yl]-ethanone 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 10 steps
1: 70 percent / K2OsO4*2H2O; (DHQD)2PHAL; LiOH / 2-methyl-propan-2-ol; H2O / 8 h / 4 °C
2: 80 percent / NaH / dimethylformamide / 8 h / 0 °C
3: 100 percent / LiBH4 / diethyl ether / 0.25 h
4: 100 percent / TEA; DMAP / CH2Cl2 / 4 h / 25 °C
5: 95 percent / KH; 18-crown-ether / tetrahydrofuran / 5 h / 25 °C
6: 100 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 25 °C
7: 90 percent / periodinane / CH2Cl2 / 1 h / 25 °C
8: 94 percent / LiBr; DBU / tetrahydrofuran / 2 h / 25 °C
9: 80 percent / Grubb's bis(tricyclohexylphosphinebenzylidene Ru(IV)Cl2 / toluene / 2 h / 90 °C
With
dmap; lithium hydroxide; potassium osmate(VI); lithium borohydride; 18-crown-ether; TEA; tetrabutyl ammonium fluoride; potassium hydride; sodium hydride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-bis(9-O-dihydroquinidine)phthalazine; lithium bromide;
Grubbs catalyst first generation;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
2: Sharpless asymmetric aminohydroxylation / 8: Dess-Martin oxidation / 9: Horner-Wadsworth-Emmons olefination / 10: ring closing metathesis;
DOI:10.1016/S0040-4039(03)00218-1
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 70 percent / K2OsO4*2H2O; (DHQD)2PHAL; LiOH / 2-methyl-propan-2-ol; H2O / 8 h / 4 °C
2: 80 percent / NaH / dimethylformamide / 8 h / 0 °C
3: 100 percent / LiBH4 / diethyl ether / 0.25 h
4: 100 percent / TEA; DMAP / CH2Cl2 / 4 h / 25 °C
5: 95 percent / KH; 18-crown-ether / tetrahydrofuran / 5 h / 25 °C
6: 100 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 25 °C
7: 90 percent / periodinane / CH2Cl2 / 1 h / 25 °C
8: 94 percent / LiBr; DBU / tetrahydrofuran / 2 h / 25 °C
9: 80 percent / Grubb's bis(tricyclohexylphosphinebenzylidene Ru(IV)Cl2 / toluene / 2 h / 90 °C
With
dmap; lithium hydroxide; potassium osmate(VI); lithium borohydride; 18-crown-ether; TEA; tetrabutyl ammonium fluoride; potassium hydride; sodium hydride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-bis(9-O-dihydroquinidine)phthalazine; lithium bromide;
Grubbs catalyst first generation;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
1: Sharpless asymmetric aminohydroxylation / 7: Dess-Martin oxidation / 8: Horner-Wadsworth-Emmons olefination / 9: ring closing metathesis;
DOI:10.1016/S0040-4039(03)00218-1
