Technology Process of 1-Piperidinecarboxylic acid,
2-[2-oxo-3-(4-oxo-3(4H)-quinazolinyl)propyl]-3-(phenylmethoxy)-,
phenylmethyl ester, (2S,3S)-
There total 17 articles about 1-Piperidinecarboxylic acid,
2-[2-oxo-3-(4-oxo-3(4H)-quinazolinyl)propyl]-3-(phenylmethoxy)-,
phenylmethyl ester, (2S,3S)- 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:
-
benzyl {2-benzyloxy-5-hydroxy-1-[2-hydroxy-3-(4-oxo-4H-quinazolin-3-yl)propyl]-pentyl}carbamate;
With
Dess-Martin periodane;
In
dichloromethane;
at 20 ℃;
for 4h;
With
triethylsilane; trimethylsilyl trifluoromethanesulfonate;
In
acetonitrile;
at 0 ℃;
for 0.25h;
Further stages.;
DOI:10.1021/ja0170448
- Guidance literature:
-
3-(4-benzyloxycarbonylamino-5-hydroxy-8-hydroxy-2-oxooctyl)-3H-quinazolin-4-one;
With
Dess-Martin periodane;
In
dichloromethane;
at 20 ℃;
for 2h;
With
triethylsilane; trimethylsilyl trifluoromethanesulfonate;
In
acetonitrile;
at 0 ℃;
for 0.333333h;
Further stages.;
DOI:10.1021/ja0170448
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: MeLi / tetrahydrofuran; diethyl ether; dimethylformamide / -20 - 20 °C
1.2: 83 percent / tetrahydrofuran; diethyl ether; dimethylformamide / 3.5 h / 20 - 50 °C
2.1: H2 / PtO2 / ethanol / 1.5 h / 20 °C / 760.05 Torr
3.1: TMSOTf; 4 Angstroem MS / CH2Cl2 / 0.08 h / 20 °C
4.1: TMSOTf / acetonitrile / 17.5 h / -20 °C
5.1: 76 percent / m-CPBA / CH2Cl2 / 18.5 h / 20 °C
6.1: 69 percent / KOH / methanol / 32.5 h / Heating
7.1: Dess-Martin periodinane / CH2Cl2 / 4 h / 20 °C
7.2: 73 percent / triethylsilane; TMSOTf / acetonitrile / 0.25 h / 0 °C
With
potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; 4 Angstroem MS; methyllithium; hydrogen; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid;
platinum(IV) oxide;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja0170448