Technology Process of (1S,6S,7S,8R,8aR)-1-hydroxy-6,7,8-tris(benzyloxy)indolizidine
There total 5 articles about (1S,6S,7S,8R,8aR)-1-hydroxy-6,7,8-tris(benzyloxy)indolizidine which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
(3S,4S,5R)-3,4,5-tris(benzyloxy)-1-trifluoroacetyl-1-azacyclonon-6-ene;
With
oxone; 1,1,1-trifluoro-2-propanone; edetate disodium; sodium hydrogencarbonate;
In
water; acetonitrile;
at -10 - 0 ℃;
With
potassium tert-butylate; water;
In
diethyl ether;
at 0 - 22 ℃;
DOI:10.1021/jo9019495
- Guidance literature:
-
Multi-step reaction with 4 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
4: 1.) BH3*DMS, 2.) 6 M HCl / 1a.) THF, RT, 20 min, 1b.) reflux, 30 min, 2.) reflux, 30 min
With
hydrogenchloride; lithium tri(t-butoxy)aluminum hydride; dimethylsulfide borane complex; bis(triethyl ammonium) salt; oxygen; rose bengal; methanesulfonyl chloride; triethylamine;
In
dichloromethane;
- Guidance literature:
-
Multi-step reaction with 3 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
3: 1.) BH3*DMS, 2.) 6 M HCl / 1a.) THF, RT, 20 min, 1b.) reflux, 30 min, 2.) reflux, 30 min
With
hydrogenchloride; lithium tri(t-butoxy)aluminum hydride; dimethylsulfide borane complex; bis(triethyl ammonium) salt; oxygen; rose bengal; methanesulfonyl chloride; triethylamine;
In
dichloromethane;
