Technology Process of (2S,3S,4R)-1,2-epoxy-3-hydroxy-4-azide-5-cyclohexylpentane
There total 5 articles about (2S,3S,4R)-1,2-epoxy-3-hydroxy-4-azide-5-cyclohexylpentane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium;
In
dichloromethane;
Ambient temperature;
DOI:10.1016/0040-4020(94)01107-B
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) L-(+)-DIPT, TBHP, 4 Angstroem molecule sieves, Ti(OiPr)4, 2.) Et3N, DMAP / 1.) CH2Cl2, -20 deg C, 10 d, 2.) CH2Cl2, -10 deg C, 24 h
2: 81 percent / 10percent mol CuI, cyclohexyl chloride / tetrahydrofuran / -10 °C
3: 75 percent / pyridine / CH2Cl2 / Ambient temperature
4: 1.) NaN3, 2.) 5percent aq. HCl / 1.) DMF, 90 deg C, 12 h, 2.) DMF, 15 min
5: 68 percent / VO(acac)2, TBHP / CH2Cl2 / Ambient temperature
With
pyridine; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; dmap; copper(l) iodide; sodium azide; bis(acetylacetonate)oxovanadium; L-(+)-diisopropyl tartrate; cyclohexyl chloride; 4 A molecular sieve; triethylamine;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/0040-4020(94)01107-B
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 75 percent / pyridine / CH2Cl2 / Ambient temperature
2: 1.) NaN3, 2.) 5percent aq. HCl / 1.) DMF, 90 deg C, 12 h, 2.) DMF, 15 min
3: 68 percent / VO(acac)2, TBHP / CH2Cl2 / Ambient temperature
With
pyridine; hydrogenchloride; tert.-butylhydroperoxide; sodium azide; bis(acetylacetonate)oxovanadium;
In
dichloromethane;
DOI:10.1016/0040-4020(94)01107-B