Technology Process of 2H-Pyran-2-carboxylicacid,tetrahydro-6-methoxy-2-methyl-5-oxo-,methylester(9CI)
There total 2 articles about 2H-Pyran-2-carboxylicacid,tetrahydro-6-methoxy-2-methyl-5-oxo-,methylester(9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 - 20 ℃;
DOI:10.1021/ol0482745
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 90 percent / m-CPBA / 3 h / 0 °C
2: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
2: Swern oxidation;
DOI:10.1021/ol0482745
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 45 percent / BF3*OEt2 / CH2Cl2 / 18 h / 20 °C
2: LiAlH4 / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C
3: 83 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
4: t-BuLi / pentane; tetrahydrofuran / 18 h / 20 °C
5: 100 percent / imidazole / dimethylformamide / 18 h / 20 °C
6: SnCl4 / CH2Cl2 / 0.5 h / 0 °C
7: 81 percent / glacial acetic acid / 4 h / 20 °C
With
1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride diethyl etherate; tert.-butyl lithium; tin(IV) chloride; acetic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane;
3: Swern oxidation / 6: Prins-pinacol cyclization;
DOI:10.1021/ol0482745