Technology Process of (4S,5S)-4-(azidomethyl)-5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolane
There total 6 articles about (4S,5S)-4-(azidomethyl)-5-(2-(benzyloxy)phenyl)-2,2-dimethyl-1,3-dioxolane 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:
-
With
sodium azide;
In
N,N-dimethyl-formamide;
at 80 ℃;
for 10h;
DOI:10.1021/ol3032126
- Guidance literature:
-
Multi-step reaction with 3 steps
1: lithium borohydride / tetrahydrofuran / 24 h / 0 - 20 °C
2: triethylamine / dichloromethane / 1 h / 0 - 20 °C
3: sodium azide / N,N-dimethyl-formamide / 10 h / 80 °C
With
lithium borohydride; sodium azide; triethylamine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol3032126
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
1.2: 2 h / 0 °C / Inert atmosphere
2.1: potassium hexacyanoferrate(III); hydroquinidein 1,4-phthalazinediyl diether; potassium osmate(VI) dihydrate; potassium carbonate; methanesulfonamide / tert-butyl alcohol; water / 12 h / 0 - 20 °C
3.1: toluene-4-sulfonic acid / dichloromethane / 12 h / 20 °C / Inert atmosphere
4.1: lithium borohydride / tetrahydrofuran / 24 h / 0 - 20 °C
5.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C
6.1: sodium azide / N,N-dimethyl-formamide / 10 h / 80 °C
With
potassium osmate(VI) dihydrate; lithium borohydride; sodium azide; methanesulfonamide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; hydroquinidein 1,4-phthalazinediyl diether; triethylamine; potassium hexacyanoferrate(III);
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination / 2.1: |Sharpless Dihydroxylation;
DOI:10.1021/ol3032126
