Technology Process of (3S,4S)-1-(benzyloxy)-4-methylhept-5-yn-3-ol
There total 4 articles about (3S,4S)-1-(benzyloxy)-4-methylhept-5-yn-3-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:
-
methyllithium; trimethylaluminum;
In
diethyl ether; toluene;
at -20 - 20 ℃;
for 0.5h;
Inert atmosphere;
(2S,3R)-2-(2-(benzyloxy)ethyl)-3-(prop-1-yn-1-yl)oxirane;
With
boron trifluoride diethyl etherate; water;
In
diethyl ether; dichloromethane; toluene;
at -78 ℃;
for 0.666667h;
Inert atmosphere;
With
triethylamine;
In
methanol; diethyl ether; dichloromethane; toluene;
at -78 - -40 ℃;
for 0.5h;
optical yield given as %ee;
Inert atmosphere;
DOI:10.1002/anie.201200035
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: potassium diazodicarboxylate; acetic acid / methanol / 0.5 h / 0 °C
2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / methanol / 1 h / -78 - 20 °C / Inert atmosphere
3.1: titanium(IV) isopropylate; C34H38N2O4; dihydrogen peroxide / dichloromethane; water / 6 h / Inert atmosphere
4.1: diethyl ether; toluene / 0.5 h / -20 - 20 °C / Inert atmosphere
4.2: 0.67 h / -78 °C / Inert atmosphere
4.3: 0.5 h / -78 - -40 °C / Inert atmosphere
With
titanium(IV) isopropylate; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; C34H38N2O4; dihydrogen peroxide; potassium diazodicarboxylate; acetic acid; triethylamine;
In
methanol; diethyl ether; dichloromethane; water; toluene;
DOI:10.1002/anie.201200035
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / methanol / 1 h / -78 - 20 °C / Inert atmosphere
2.1: titanium(IV) isopropylate; C34H38N2O4; dihydrogen peroxide / dichloromethane; water / 6 h / Inert atmosphere
3.1: diethyl ether; toluene / 0.5 h / -20 - 20 °C / Inert atmosphere
3.2: 0.67 h / -78 °C / Inert atmosphere
3.3: 0.5 h / -78 - -40 °C / Inert atmosphere
With
titanium(IV) isopropylate; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; C34H38N2O4; dihydrogen peroxide; triethylamine;
In
methanol; diethyl ether; dichloromethane; water; toluene;
DOI:10.1002/anie.201200035
