Technology Process of (3S,4S)-ethyl 3-benzyl-6-methyl-2-oxo-3,4-dihydro-2H-pyran-4-carboxylate
There total 3 articles about (3S,4S)-ethyl 3-benzyl-6-methyl-2-oxo-3,4-dihydro-2H-pyran-4-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
(5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; caesium carbonate;
In
tetrahydrofuran;
at 40 ℃;
for 7h;
stereoselective reaction;
Inert atmosphere;
Sealed tube;
DOI:10.1016/j.tetasy.2017.01.002
- Guidance literature:
-
sodium 2-chloro-1-hydroxy-3-phenylpropane-1-sulfonate;
With
potassium carbonate;
In
water; toluene;
for 0.0833333h;
(E)-ethyl 4-oxo-2-pentenoate;
With
C13H14N3O3S(1+)*Cl(1-);
In
water; toluene;
at 20 ℃;
for 6h;
optical yield given as %ee;
enantioselective reaction;
DOI:10.1021/ol801502h
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: periodic acid / diethyl ether / 3 h / 20 - 25 °C
1.2: 16 h / 0 - 25 °C
2.1: (5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; caesium carbonate / tetrahydrofuran / 7 h / 40 °C / Inert atmosphere; Sealed tube
With
(5aR,10bS)-5a,10b-dihydro-2-(2,4,6-trimethylphenyl)-4H,6H-indeno[2,1-b]-1,2,4-triazolo[4,3-d]-1,4-oxazinium chloride; caesium carbonate; periodic acid;
In
tetrahydrofuran; diethyl ether;
2.1: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tetasy.2017.01.002
