Technology Process of benzyl (E)-3-<(2R,3S)-3-<(E)-3-<(2S,3R)-3-(benzyloxy)-3,4,5,6-tetrahydro-2H-pyran-2-yl>propenyloxy>-3,4,5,6-tetrahydro-2H-pyran-2-yl>propenoate
There total 16 articles about benzyl (E)-3-<(2R,3S)-3-<(E)-3-<(2S,3R)-3-(benzyloxy)-3,4,5,6-tetrahydro-2H-pyran-2-yl>propenyloxy>-3,4,5,6-tetrahydro-2H-pyran-2-yl>propenoate 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
dmap; camphor-10-sulfonic acid; dicyclohexyl-carbodiimide;
In
dichloromethane;
at 25 ℃;
for 4h;
DOI:10.1021/ja00164a026
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 95 percent / H2 / 5percent Pd/C / methanol / 16 h / 25 °C
2: 92 percent / imidazole / dimethylformamide / 16 h / 25 °C
3: 72 percent / trifluoroacetic acid / tetrahydrofuran; H2O / 0.17 h / 0 °C
4: oxalyl chloride, DMSO / CH2Cl2 / 0.5 h / -78 °C
5: benzene / 3 h / Ambient temperature
6: 88 percent / LiOH / tetrahydrofuran; H2O / 5 h / 50 °C
7: 82 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), camphorsulfonic acid (CSA) / CH2Cl2 / 6 h / 25 °C
8: 88 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature
9: 72 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), camphorsulfonic acid (CSA) / CH2Cl2 / 4 h / 25 °C
With
1H-imidazole; dmap; lithium hydroxide; oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00164a026
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 95 percent / NaOMe / methanol / 2 h / 25 °C
2: 95 percent / H2 / 5percent Pd/C / methanol / 16 h / 25 °C
3: 92 percent / imidazole / dimethylformamide / 16 h / 25 °C
4: 72 percent / trifluoroacetic acid / tetrahydrofuran; H2O / 0.17 h / 0 °C
5: oxalyl chloride, DMSO / CH2Cl2 / 0.5 h / -78 °C
6: benzene / 3 h / Ambient temperature
7: 88 percent / LiOH / tetrahydrofuran; H2O / 5 h / 50 °C
8: 82 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), camphorsulfonic acid (CSA) / CH2Cl2 / 6 h / 25 °C
9: 88 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 3 h / Ambient temperature
10: 72 percent / 1,3-dicyclohexylcarbodiimide (DCC), 4-(dimethylamino)pyridine (DMAP), camphorsulfonic acid (CSA) / CH2Cl2 / 4 h / 25 °C
With
1H-imidazole; dmap; lithium hydroxide; oxalyl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00164a026
