Technology Process of <1R-(1α,2β,3β,4β,5β)>-5-Azido-1-<(benzyloxy)methyl>-2,3-(isopropylidenedioxy)-1,4-cyclopentanediol
There total 12 articles about <1R-(1α,2β,3β,4β,5β)>-5-Azido-1-<(benzyloxy)methyl>-2,3-(isopropylidenedioxy)-1,4-cyclopentanediol 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:
-
Multi-step reaction with 11 steps
1: 2.) 1 M aq. HCl / 1.) pyridinium p-toluenesulfonate / 1.) 50 deg C, 1 h, 2.) THF, 24 - 25 deg C, 1 h
2: 95 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / Ambient temperature
3: 43 percent / DABCO / dimethylformamide / 1 h
5: 99 percent / CeCl3*7H2O, NaBH4 / ethanol / 0.5 h / Ambient temperature
6: 69 percent / NaH / dimethylformamide; paraffin / 3 h / Ambient temperature
7: 93 percent / n-Bu4NF / tetrahydrofuran / 3 h / Ambient temperature
8: 100 percent / NaH / dimethylformamide; paraffin / 2 h / Ambient temperature
9: 55 percent / 85percent MCPBA / CHCl3 / 24 h / Ambient temperature
10: 99 percent / DDQ, H2O / CH2Cl2 / 3 h / 24 °C
11: 99 percent / NaN3, NH4Cl / dimethylformamide / 16 h / 100 °C
With
1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; sodium tetrahydroborate; sodium azide; cerium(III) chloride; tetrabutyl ammonium fluoride; water; sodium hydride; ammonium chloride; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
pyridinium p-toluenesulfonate;
In
tetrahydrofuran; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo00095a021
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 95 percent / Dess-Martin reagent / CH2Cl2 / 0.5 h / Ambient temperature
2: 43 percent / DABCO / dimethylformamide / 1 h
4: 99 percent / CeCl3*7H2O, NaBH4 / ethanol / 0.5 h / Ambient temperature
5: 69 percent / NaH / dimethylformamide; paraffin / 3 h / Ambient temperature
6: 93 percent / n-Bu4NF / tetrahydrofuran / 3 h / Ambient temperature
7: 100 percent / NaH / dimethylformamide; paraffin / 2 h / Ambient temperature
8: 55 percent / 85percent MCPBA / CHCl3 / 24 h / Ambient temperature
9: 99 percent / DDQ, H2O / CH2Cl2 / 3 h / 24 °C
10: 99 percent / NaN3, NH4Cl / dimethylformamide / 16 h / 100 °C
With
1,4-diaza-bicyclo[2.2.2]octane; sodium tetrahydroborate; sodium azide; cerium(III) chloride; tetrabutyl ammonium fluoride; water; sodium hydride; ammonium chloride; Dess-Martin periodane; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
tetrahydrofuran; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo00095a021
