Technology Process of 3-benzyloxy-2-[2-oxo-3-(4-oxo-4H-quinazolin-3-yl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester
There total 24 articles about 3-benzyloxy-2-[2-oxo-3-(4-oxo-4H-quinazolin-3-yl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester 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
potassium hydroxide;
In
ethanol;
at 20 ℃;
for 1h;
DOI:10.1021/jo990877k
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 75 percent / DIBAL / hexane; CH2Cl2 / 1 h / -78 °C
2: 97 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
3: Yb(OTf)3 / H2O; tetrahydrofuran / 0.75 h / 0 °C
4: 99 percent / HF / tetrahydrofuran; H2O
5: 96 percent / PPh3; CBr4 / CH2Cl2
6: 70 percent / CAN / acetonitrile; H2O / 2 h / 0 °C
7: CH2Cl2 / 3 h / 0 °C
8: LHMDS / tetrahydrofuran / 1 h / -78 °C
9: 32 percent / MCPBA / CH2Cl2 / -78 - 20 °C
10: 70 percent / PPh3; CBr4 / CH2Cl2
11: 79 percent / KOH / ethanol / 1 h / 20 °C
With
potassium hydroxide; oxalyl dichloride; ammonium cerium(IV) nitrate; carbon tetrabromide; hydrogen fluoride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; lithium hexamethyldisilazane; ytterbium(III) triflate;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetonitrile;
1: Reduction / 2: Oxidation / 3: Condensation / 4: Hydrolysis / 5: Cyclization / 6: Substitution / 7: Substitution / 8: Substitution / 9: Oxidation / 10: Substitution / 11: Condensation;
DOI:10.1021/jo990877k
- Guidance literature:
-
Multi-step reaction with 10 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
10: 79 percent / KOH / ethanol / 1 h / 20 °C
With
potassium hydroxide; 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; ethanol; dichloromethane; water; acetonitrile;
1: Oxidation / 2: Condensation / 3: Hydrolysis / 4: Cyclization / 5: Substitution / 6: Substitution / 7: Substitution / 8: Oxidation / 9: Substitution / 10: Condensation;
DOI:10.1021/jo990877k
