Technology Process of <1R-(1α,2β,3β,4β,5β)>-5-Azido-1-(hydroxymethyl)-2,3-(isopropylidenedioxy)-4-<(4-methoxybenzyl)oxy>cyclopentan-1-ol
There total 13 articles about <1R-(1α,2β,3β,4β,5β)>-5-Azido-1-(hydroxymethyl)-2,3-(isopropylidenedioxy)-4-<(4-methoxybenzyl)oxy>cyclopentan-1-ol 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: 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: 84 percent / DMAP / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) r.t., 30 min
6: 89 percent / 85percent m-chloroperoxybenzoic acid / CHCl3 / 96 h / Ambient temperature
7: 100 percent / H2 / 10percent Pd/C / ethyl acetate / 0.5 h / Ambient temperature
8: 92 percent / NaN3, NH4Cl / dimethylformamide / 16 h / 100 °C
9: 82 percent / p-TsOH*H2O / dimethylformamide / 16 h / Ambient temperature
10: 90 percent / NaH / dimethylformamide; tetrahydrofuran; paraffin / 16 h / Ambient temperature
11: 64 percent / 85percent aq. AcOH / 24 h / 40 - 45 °C
With
1,4-diaza-bicyclo[2.2.2]octane; dmap; sodium tetrahydroborate; sodium azide; cerium(III) chloride; hydrogen; sodium hydride; ammonium chloride; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo00095a021
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 84 percent / DMAP / CH2Cl2 / 1.) 0 deg C, 1 h, 2.) r.t., 30 min
2: 89 percent / 85percent m-chloroperoxybenzoic acid / CHCl3 / 96 h / Ambient temperature
3: 100 percent / H2 / 10percent Pd/C / ethyl acetate / 0.5 h / Ambient temperature
4: 92 percent / NaN3, NH4Cl / dimethylformamide / 16 h / 100 °C
5: 82 percent / p-TsOH*H2O / dimethylformamide / 16 h / Ambient temperature
6: 90 percent / NaH / dimethylformamide; tetrahydrofuran; paraffin / 16 h / Ambient temperature
7: 64 percent / 85percent aq. AcOH / 24 h / 40 - 45 °C
With
dmap; sodium azide; hydrogen; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; acetic acid; 3-chloro-benzenecarboperoxoic acid;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo00095a021
