Technology Process of tert-butyl 3-hydroxy-3-vinylazetidine-1-carboxylate
There total 1 articles about tert-butyl 3-hydroxy-3-vinylazetidine-1-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
In
tetrahydrofuran;
at -78 ℃;
for 1h;
Inert atmosphere;
DOI:10.1021/ol402127b
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / Inert atmosphere; Schlenk technique; Reflux
1.2: 20 h / Inert atmosphere; Schlenk technique; Reflux
2.1: Grubbs catalyst first generation / toluene / 0.5 h / 20 °C / Inert atmosphere; Schlenk technique
2.2: 3.5 h / Inert atmosphere; Schlenk technique; Resolution of racemate
3.1: L-diisopinocampheylborane / tetrahydrofuran / 40 h / -78 - 50 °C / Inert atmosphere; Schlenk technique
3.2: 0.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique
4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 3 h / -25 °C / Inert atmosphere
5.1: hydrazine hydrate / methanol / 1 h / 20 °C / Inert atmosphere
6.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
With
Grubbs catalyst first generation; di-isopropyl azodicarboxylate; sodium hydride; hydrazine hydrate; triethylamine; triphenylphosphine; L-diisopinocampheylborane;
In
tetrahydrofuran; methanol; dichloromethane; toluene; mineral oil;
4.1: |Mitsunobu Displacement;
DOI:10.1021/ol402127b
- Guidance literature:
-
tert-butyl 3-hydroxy-3-vinylazetidine-1-carboxylate;
With
sodium hydride;
In
tetrahydrofuran; N,N-dimethyl-formamide;
at 0 - 20 ℃;
for 1h;
Inert atmosphere;
Benzyl bromoacetate;
In
tetrahydrofuran; N,N-dimethyl-formamide;
at 20 ℃;
for 4h;
Inert atmosphere;
DOI:10.1002/anie.201105235