Technology Process of (2S,3S)-methyl 3-azido-3-(4-cyanophenyl)-2-hydroxypropanoate
There total 3 articles about (2S,3S)-methyl 3-azido-3-(4-cyanophenyl)-2-hydroxypropanoate 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
hydrogen azide; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; toluene;
at -25 - 20 ℃;
regioselective reaction;
Inert atmosphere;
DOI:10.1002/chem.201101978
- Guidance literature:
-
Multi-step reaction with 2 steps
1: hydroquinidine 1 4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; water; potassium carbonate; potassium hexacyanoferrate(III) / tert-butyl alcohol / 0 - 20 °C / Inert atmosphere
2: hydrogen azide; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / -25 - 20 °C / Inert atmosphere
With
hydroquinidine 1 4-phthalazinediyl diether; hydrogen azide; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; water; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate;
In
tetrahydrofuran; toluene; tert-butyl alcohol;
1: Sharpless dihydroxylation / 2: Mitsunobu reaction;
DOI:10.1002/chem.201101978
- Guidance literature:
-
Multi-step reaction with 3 steps
1: sodium acetate; palladium diacetate / 1-methyl-pyrrolidin-2-one / 1 h / 115 - 120 °C / Inert atmosphere
2: hydroquinidine 1 4-phthalazinediyl diether; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; water; potassium carbonate; potassium hexacyanoferrate(III) / tert-butyl alcohol / 0 - 20 °C / Inert atmosphere
3: hydrogen azide; triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / -25 - 20 °C / Inert atmosphere
With
hydroquinidine 1 4-phthalazinediyl diether; hydrogen azide; potassium dioxotetrahydroxoosmate(VI); methanesulfonamide; water; sodium acetate; palladium diacetate; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); diethylazodicarboxylate;
In
tetrahydrofuran; 1-methyl-pyrrolidin-2-one; toluene; tert-butyl alcohol;
1: Heck reaction / 2: Sharpless dihydroxylation / 3: Mitsunobu reaction;
DOI:10.1002/chem.201101978
