Technology Process of Hexopyranosiduronic acid, methyl 3,4-dideoxy-5-C-methyl-, methyl ester (9CI)
There total 1 articles about Hexopyranosiduronic acid, methyl 3,4-dideoxy-5-C-methyl-, methyl ester (9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
3-chloro-benzenecarboperoxoic acid;
at 0 ℃;
for 3h;
DOI:10.1021/ol0482745
- Guidance literature:
-
Multi-step reaction with 7 steps
1: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
2: 45 percent / BF3*OEt2 / CH2Cl2 / 18 h / 20 °C
3: LiAlH4 / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C
4: 83 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
5: t-BuLi / pentane; tetrahydrofuran / 18 h / 20 °C
6: 100 percent / imidazole / dimethylformamide / 18 h / 20 °C
7: SnCl4 / CH2Cl2 / 0.5 h / 0 °C
With
1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; boron trifluoride diethyl etherate; tert.-butyl lithium; tin(IV) chloride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane;
1: Swern oxidation / 4: Swern oxidation / 7: Prins-pinacol cyclization;
DOI:10.1021/ol0482745
- Guidance literature:
-
Multi-step reaction with 8 steps
1: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
2: 45 percent / BF3*OEt2 / CH2Cl2 / 18 h / 20 °C
3: LiAlH4 / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C
4: 83 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
5: t-BuLi / pentane; tetrahydrofuran / 18 h / 20 °C
6: 100 percent / imidazole / dimethylformamide / 18 h / 20 °C
7: SnCl4 / CH2Cl2 / 0.5 h / 0 °C
8: 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;
1: Swern oxidation / 4: Swern oxidation / 7: Prins-pinacol cyclization;
DOI:10.1021/ol0482745