Technology Process of (3R,4R,5S,6R)-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-5-methoxycarbonyl-3,6-dimethyl-2H-pyran-2-one
There total 40 articles about (3R,4R,5S,6R)-4-benzyloxycarbonylamino-3,4,5,6-tetrahydro-5-methoxycarbonyl-3,6-dimethyl-2H-pyran-2-one 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 13 steps
1: Irradiation
2: pyridine / CH2Cl2
3: 94 percent / t-BuOH / tetrahydrofuran / 1.) from -78 deg C to 0 deg C, 2.) -78 deg C
4: 94 percent / diethyl ether
5: 86 percent / SOCl2, pyridine
6: H2 / Raney Ni / methanol
7: methanol
8: 84 percent / DIBAL / CH2Cl2 / -78 °C
9: 81 percent / n-Bu4NF / tetrahydrofuran
10: 88 percent / 1.) Ph3P, I2, imidazole / tetrahydrofuran; benzene
11: 92 percent / Bu3SnH, AIBN / benzene / Heating
12: 12 M HCl / tetrahydrofuran
13: Br2 / acetonitrile; H2O
With
pyridine; 1H-imidazole; hydrogenchloride; thionyl chloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen; bromine; iodine; tri-n-butyl-tin hydride; diisobutylaluminium hydride; triphenylphosphine; tert-butyl alcohol;
nickel;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; benzene;
DOI:10.1021/jo00244a061
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 94 percent / t-BuOH / tetrahydrofuran / 1.) from -78 deg C to 0 deg C, 2.) -78 deg C
2: 94 percent / diethyl ether
3: 86 percent / SOCl2, pyridine
4: H2 / Raney Ni / methanol
5: methanol
6: 84 percent / DIBAL / CH2Cl2 / -78 °C
7: 81 percent / n-Bu4NF / tetrahydrofuran
8: 88 percent / 1.) Ph3P, I2, imidazole / tetrahydrofuran; benzene
9: 92 percent / Bu3SnH, AIBN / benzene / Heating
10: 12 M HCl / tetrahydrofuran
11: Br2 / acetonitrile; H2O
With
pyridine; 1H-imidazole; hydrogenchloride; thionyl chloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hydrogen; bromine; iodine; tri-n-butyl-tin hydride; diisobutylaluminium hydride; triphenylphosphine; tert-butyl alcohol;
nickel;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; benzene;
DOI:10.1021/jo00244a061