Technology Process of (2'S,3'R)-1-[2'-(3'-benzyloxy)-1-(tert-butoxycarbonyl)piperidino]-3-bromo-2-propanone
There total 23 articles about (2'S,3'R)-1-[2'-(3'-benzyloxy)-1-(tert-butoxycarbonyl)piperidino]-3-bromo-2-propanone 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
carbon tetrabromide; triphenylphosphine;
In
dichloromethane;
DOI:10.1021/jo990877k
- Guidance literature:
-
Multi-step reaction with 8 steps
1: Yb(OTf)3 / H2O; tetrahydrofuran / 0.75 h / 0 °C
2: 99 percent / HF / tetrahydrofuran; H2O
3: 96 percent / PPh3; CBr4 / CH2Cl2
4: 70 percent / CAN / acetonitrile; H2O / 2 h / 0 °C
5: CH2Cl2 / 3 h / 0 °C
6: LHMDS / tetrahydrofuran / 1 h / -78 °C
7: 32 percent / MCPBA / CH2Cl2 / -78 - 20 °C
8: 70 percent / PPh3; CBr4 / CH2Cl2
With
ammonium cerium(IV) nitrate; carbon tetrabromide; hydrogen fluoride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; ytterbium(III) triflate;
In
tetrahydrofuran; dichloromethane; water; acetonitrile;
1: Condensation / 2: Hydrolysis / 3: Cyclization / 4: Substitution / 5: Substitution / 6: Substitution / 7: Oxidation / 8: Substitution;
DOI:10.1021/jo990877k
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 97 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
2: Yb(OTf)3 / H2O; tetrahydrofuran / 0.75 h / 0 °C
3: 99 percent / HF / tetrahydrofuran; H2O
4: 96 percent / PPh3; CBr4 / CH2Cl2
5: 70 percent / CAN / acetonitrile; H2O / 2 h / 0 °C
6: CH2Cl2 / 3 h / 0 °C
7: LHMDS / tetrahydrofuran / 1 h / -78 °C
8: 32 percent / MCPBA / CH2Cl2 / -78 - 20 °C
9: 70 percent / PPh3; CBr4 / CH2Cl2
With
oxalyl dichloride; ammonium cerium(IV) nitrate; carbon tetrabromide; hydrogen fluoride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; ytterbium(III) triflate;
In
tetrahydrofuran; dichloromethane; water; acetonitrile;
1: Oxidation / 2: Condensation / 3: Hydrolysis / 4: Cyclization / 5: Substitution / 6: Substitution / 7: Substitution / 8: Oxidation / 9: Substitution;
DOI:10.1021/jo990877k
