Technology Process of (R)-4-azido-8-benzyloxyoct-1-ene
There total 9 articles about (R)-4-azido-8-benzyloxyoct-1-ene which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium azide;
In
N,N-dimethyl-formamide;
at 20 - 40 ℃;
for 16h;
Inert atmosphere;
DOI:10.1016/j.tetasy.2012.11.023
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: tetrahydrofuran / 20 °C
2.1: water; osmium(VIII) oxide; 4-methylmorpholine N-oxide / acetone / 20 °C
3.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 20 °C / Inert atmosphere
4.1: pyridine / 20 °C / Inert atmosphere
5.1: lipase PS from Burkholderia cepacia / aq. phosphate buffer / 72 h / 30 °C / Enzymatic reaction
5.2: polymer-supported PPh3 / 1 h / 20 °C
6.1: potassium carbonate / methanol / 0 - 20 °C
7.1: copper(I) bromide / tetrahydrofuran / 1 h / -10 °C / Inert atmosphere
8.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
9.1: sodium azide / N,N-dimethyl-formamide / 16 h / 20 - 40 °C / Inert atmosphere
With
pyridine; osmium(VIII) oxide; sodium azide; lipase PS from Burkholderia cepacia; water; di(n-butyl)tin oxide; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; copper(I) bromide;
In
tetrahydrofuran; methanol; aq. phosphate buffer; dichloromethane; N,N-dimethyl-formamide; acetone;
5.2: |Mitsunobu Displacement;
DOI:10.1016/j.tetasy.2012.11.023
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: pyridine / 20 °C / Inert atmosphere
2.1: lipase PS from Burkholderia cepacia / aq. phosphate buffer / 72 h / 30 °C / Enzymatic reaction
2.2: polymer-supported PPh3 / 1 h / 20 °C
3.1: potassium carbonate / methanol / 0 - 20 °C
4.1: copper(I) bromide / tetrahydrofuran / 1 h / -10 °C / Inert atmosphere
5.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere
6.1: sodium azide / N,N-dimethyl-formamide / 16 h / 20 - 40 °C / Inert atmosphere
With
pyridine; sodium azide; lipase PS from Burkholderia cepacia; potassium carbonate; triethylamine; copper(I) bromide;
In
tetrahydrofuran; methanol; aq. phosphate buffer; dichloromethane; N,N-dimethyl-formamide;
2.2: |Mitsunobu Displacement;
DOI:10.1016/j.tetasy.2012.11.023