Technology Process of (S)-diethyl 4-(bis(2-phenylallyl)amino)hept-2-ynedioate
There total 12 articles about (S)-diethyl 4-(bis(2-phenylallyl)amino)hept-2-ynedioate 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:
-
(2R,5S)-ethyl 5-(tert-butoxycarbonylamino)-2-hydroxycyclohex-3-enecarboxylate;
With
methanesulfonyl chloride; triethylamine;
In
dichloromethane;
at 4 ℃;
for 0.166667h;
Inert atmosphere;
With
1,8-diazabicyclo[5.4.0]undec-7-ene;
at 20 ℃;
for 1h;
Inert atmosphere;
DOI:10.1021/jo400360j
- Guidance literature:
-
With
copper(ll) bromide; (S,S)-2,6-bis(4-phenyl-2-oxazolinyl)pyridine;
In
toluene;
at -15 ℃;
for 24h;
Overall yield = 94 %; Overall yield = 86.4 mg; enantioselective reaction;
Inert atmosphere;
DOI:10.1021/jo400360j
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: triethylamine; sulfur trioxide pyridine complex / dimethyl sulfoxide / 2 h / 0 °C / Inert atmosphere
2.1: 18-crown-6 ether; potassium hexamethylsilazane / toluene; tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere
2.2: 2 h / -78 °C / Inert atmosphere
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -40 °C / Inert atmosphere
4.1: sodium tetrahydroborate / methanol / 0.5 h / -20 °C / Inert atmosphere
5.1: tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid / dichloromethane / 1 h / 20 °C / Inert atmosphere
5.2: 3 h / 20 °C
6.1: methanesulfonyl chloride; triethylamine / dichloromethane / 0.17 h / 4 °C / Inert atmosphere
6.2: 1 h / 20 °C / Inert atmosphere
With
sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium(0); 1,3-dimethylbarbituric acid; 18-crown-6 ether; sulfur trioxide pyridine complex; potassium hexamethylsilazane; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; toluene;
2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination / 3.1: |Dieckmann Condensation;
DOI:10.1021/jo400360j
