Technology Process of (-)-(3aR,6R,6aR)-6-benzyloxymethyl-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole
There total 7 articles about (-)-(3aR,6R,6aR)-6-benzyloxymethyl-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole 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:
-
1,2-O-isopropylidene-5-(O-benzyl)-α-D-apio-D-furanose;
With
sodium hydride;
In
tetrahydrofuran; mineral oil;
at 0 - 25 ℃;
for 1h;
Inert atmosphere;
With
carbon disulfide; methyl iodide;
In
tetrahydrofuran; mineral oil;
at 25 ℃;
for 1h;
Inert atmosphere;
With
triethyl borane; tri-n-butyl-tin hydride;
In
tetrahydrofuran; toluene;
at 25 ℃;
for 3h;
Inert atmosphere;
DOI:10.1021/jo500659e
- Guidance literature:
-
1,2-O-isopropylidene-3-C-<(benzyloxy)methyl>-α-D-threo-furanose;
With
carbon disulfide; sodium hydride; methyl iodide;
In
tetrahydrofuran; mineral oil;
at 0 - 25 ℃;
for 1h;
Inert atmosphere;
With
triethyl borane; tri-n-butyl-tin hydride;
In
tetrahydrofuran; mineral oil;
at 25 ℃;
for 1h;
Inert atmosphere;
DOI:10.1021/jo500659e
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 80 percent / t-amyl alcohol; NaH / tetrahydrofuran / 3 h / 20 °C
2.1: 9-BBN / tetrahydrofuran / 3 h / 0 °C
2.2: 70 percent / sodium perborate / tetrahydrofuran; H2O / 20 °C
3.1: NaH; nBu4NI / tetrahydrofuran / 0.83 h / 0 - 20 °C
3.2: 90 percent / tetrahydrofuran / 0 - 20 °C
With
9-borabicyclo[3.3.1]nonane dimer; tert-Amyl alcohol; tetra-(n-butyl)ammonium iodide; sodium hydride;
In
tetrahydrofuran;
DOI:10.1016/j.bmc.2003.12.002
