Technology Process of (1S,6R,7S,8R,8aR)-1-hydroxy-6,7,8-tris(benzyloxy)indolizidin-5-one
There total 13 articles about (1S,6R,7S,8R,8aR)-1-hydroxy-6,7,8-tris(benzyloxy)indolizidin-5-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 3 steps
2: triethylamine, methane sulfonylchloride / CH2Cl2 / 1.) 0 deg C, 5 min, 2.) -20 deg C, 2 d
3: 1.) rose bengal, bis(triethyl ammonium) salt, oxygen, 2.) lithium tris-tert-butoxyaluminohydride / 1.) CCl4, methanol, 20 min, irrad., 2.) THF, -78 deg C, 20 min
With
lithium tri(t-butoxy)aluminum hydride; bis(triethyl ammonium) salt; oxygen; rose bengal; methanesulfonyl chloride; triethylamine;
In
dichloromethane;
- Guidance literature:
-
Multi-step reaction with 2 steps
1: triethylamine, methane sulfonylchloride / CH2Cl2 / 1.) 0 deg C, 5 min, 2.) -20 deg C, 2 d
2: 1.) rose bengal, bis(triethyl ammonium) salt, oxygen, 2.) lithium tris-tert-butoxyaluminohydride / 1.) CCl4, methanol, 20 min, irrad., 2.) THF, -78 deg C, 20 min
With
lithium tri(t-butoxy)aluminum hydride; bis(triethyl ammonium) salt; oxygen; rose bengal; methanesulfonyl chloride; triethylamine;
In
dichloromethane;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 93 percent / KOH (50percent) / tetrabutylammonium iodide / H2O; CH2Cl2
2: FeCl3
3: NH3 / methanol
4: Dess Martin periodane
5: 85 percent
6: 70 percent / ruthenium carbene complex (5percent w/w) / toluene / 48 h / 110 °C
7: 1.) OsO4, N-methyl morfoline N-oxide; 2.) SOCl2 / 2.) TEA
8: NaIO4 / RuCl3 / H2O; acetonitrile; CH2Cl2
9: 1.) NaBH4; 2.) H2SO4 (20percent aq) / 1.) dimethyl acetamide; 2.) Et2O
With
potassium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; thionyl chloride; sulfuric acid; ammonia; iron(III) chloride; Dess-Martin periodane; 4-methylmorpholine N-oxide;
ruthenium trichloride; ruthenium carbene complex (5percent w/w); tetra-(n-butyl)ammonium iodide;
In
methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/0040-4039(95)02237-6
![methyl [(2R,3R,4S,5R)-3,4,5-tribenzyloxy-6-oxo-tetrahydropyran-2-yl]acetate](/Databaselist/images/loading.webp)
