Technology Process of 1,2,3,5,6-penta-O-benzyl-D-chiro-inositol
There total 4 articles about 1,2,3,5,6-penta-O-benzyl-D-chiro-inositol 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:
-
(1S,2R,3S,4S,5S,6R)-3,4,5-Tris-benzyloxy-6-(4-methoxy-benzyloxy)-cyclohexane-1,2-diol;
With
sodium hydride;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 0.5h;
benzyl bromide;
In
N,N-dimethyl-formamide;
at 0 - 20 ℃;
With
water; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane;
at 20 ℃;
for 2h;
DOI:10.1016/j.carres.2006.03.031
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: (COCl)2; DMSO; iPr2EtNH / tetrahydrofuran / 3 h / -78 - 20 °C
1.2: 43 percent / tBuOH; SmI2 / tetrahydrofuran / 3.5 h / -78 °C
2.1: NaH / dimethylformamide / 0.5 h / 0 °C
2.2: dimethylformamide / 0 - 20 °C
2.3: 72 percent / water; DDQ / CH2Cl2 / 2 h / 20 °C
With
oxalyl dichloride; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; N,N-dimethyl-formamide;
1.1: Swern oxidation;
DOI:10.1016/j.carres.2006.03.031
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: NaH / tetrahydrofuran / 1 h / 20 °C
1.2: TBAI / tetrahydrofuran / 72 h / 20 °C
2.1: 183 mg / TBAF / tetrahydrofuran / 2 h / 20 °C
3.1: (COCl)2; DMSO; iPr2EtNH / tetrahydrofuran / 3 h / -78 - 20 °C
3.2: 43 percent / tBuOH; SmI2 / tetrahydrofuran / 3.5 h / -78 °C
4.1: NaH / dimethylformamide / 0.5 h / 0 °C
4.2: dimethylformamide / 0 - 20 °C
4.3: 72 percent / water; DDQ / CH2Cl2 / 2 h / 20 °C
With
oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; N,N-dimethyl-formamide;
3.1: Swern oxidation;
DOI:10.1016/j.carres.2006.03.031
