Technology Process of Imidazole-1-carbothioic acid O-[(2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl] ester
There total 11 articles about Imidazole-1-carbothioic acid O-[(2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl] ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 55 percent / 55percent m-chloroperoxybenzoic acid, MgSO4 / CH2Cl2 / 0.5 h / 0 °C
2: 67 percent / imidazole / CH2Cl2 / 30 h / 25 °C
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C to 25 deg C
4: Zn(BH4)2, NH4Cl / diethyl ether / 0.33 h / 0 °C
5: diisopropyl azodicarboxylate, Ph3P / tetrahydrofuran / 0.5 h / 25 °C
6: N2H4 / methanol / 0.17 h / 25 °C
7: pyridinium p-toluenesulfonate (PPTS) / benzene / 3 h / 25 °C
8: 99 percent / 2,6-lutidine / 0.5 h / -25 - 0 °C
9: 91 percent / DIBAL / CH2Cl2 / 1 h / -78 °C
10: acetonitrile / 20 h / 25 °C
With
1H-imidazole; 2,6-dimethylpyridine; zinc(II) tetrahydroborate; oxalyl dichloride; di-isopropyl azodicarboxylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; magnesium sulfate; ammonium chloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; hydrazine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; benzene;
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 72 percent / DIBAL / CH2Cl2 / 2.5 h / -78 °C
2: 55 percent / 55percent m-chloroperoxybenzoic acid, MgSO4 / CH2Cl2 / 0.5 h / 0 °C
3: 67 percent / imidazole / CH2Cl2 / 30 h / 25 °C
4: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C to 25 deg C
5: Zn(BH4)2, NH4Cl / diethyl ether / 0.33 h / 0 °C
6: diisopropyl azodicarboxylate, Ph3P / tetrahydrofuran / 0.5 h / 25 °C
7: N2H4 / methanol / 0.17 h / 25 °C
8: pyridinium p-toluenesulfonate (PPTS) / benzene / 3 h / 25 °C
9: 99 percent / 2,6-lutidine / 0.5 h / -25 - 0 °C
10: 91 percent / DIBAL / CH2Cl2 / 1 h / -78 °C
11: acetonitrile / 20 h / 25 °C
With
1H-imidazole; 2,6-dimethylpyridine; zinc(II) tetrahydroborate; oxalyl dichloride; di-isopropyl azodicarboxylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; magnesium sulfate; ammonium chloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; hydrazine;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetonitrile; benzene;
- Guidance literature:
-
Multi-step reaction with 6 steps
1: diisopropyl azodicarboxylate, Ph3P / tetrahydrofuran / 0.5 h / 25 °C
2: N2H4 / methanol / 0.17 h / 25 °C
3: pyridinium p-toluenesulfonate (PPTS) / benzene / 3 h / 25 °C
4: 99 percent / 2,6-lutidine / 0.5 h / -25 - 0 °C
5: 91 percent / DIBAL / CH2Cl2 / 1 h / -78 °C
6: acetonitrile / 20 h / 25 °C
With
2,6-dimethylpyridine; di-isopropyl azodicarboxylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triphenylphosphine; hydrazine;
In
tetrahydrofuran; methanol; dichloromethane; acetonitrile; benzene;
