Technology Process of Methyl-carbamic acid (1S,2S,3R,4S,5S,6S)-4-azido-3,5-bis-benzyloxy-7-oxa-bicyclo[4.1.0]hept-2-yl ester
There total 14 articles about Methyl-carbamic acid (1S,2S,3R,4S,5S,6S)-4-azido-3,5-bis-benzyloxy-7-oxa-bicyclo[4.1.0]hept-2-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
1: NaH / tetrahydrofuran / Ambient temperature
2: DDQ / CH2Cl2; H2O / Ambient temperature
3: 96 percent / Et3N / CH2Cl2 / 24 h / Ambient temperature
With
sodium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0040-4039(00)73653-7
- Guidance literature:
-
Multi-step reaction with 13 steps
1: CSA / CH2Cl2 / 24 h / Ambient temperature
2: K2CO3 / methanol / Ambient temperature
3: PPh3, DEAD / tetrahydrofuran / Ambient temperature
4: K2CO3 / methanol / Ambient temperature
5: imidazole / dimethylformamide / 45 °C
6: 90 percent / PPTS / methanol / 12 h / 45 °C
7: 89 percent / SO2Cl2, NEt3 / CH2Cl2 / 12 h / Ambient temperature
9: TBAF / tetrahydrofuran / Ambient temperature
10: mCPBA / CH2Cl2 / 72 h / Ambient temperature
11: NaH / tetrahydrofuran / Ambient temperature
12: DDQ / CH2Cl2; H2O / Ambient temperature
13: 96 percent / Et3N / CH2Cl2 / 24 h / Ambient temperature
With
1H-imidazole; sulfuryl dichloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; diethylazodicarboxylate;
In
tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)73653-7