Technology Process of 2-Pyridinecarboxylicacid,1-acetyl-5-ethyl-1,2,3,4-tetrahydro-,methylester,(2S)-(9CI)
There total 6 articles about 2-Pyridinecarboxylicacid,1-acetyl-5-ethyl-1,2,3,4-tetrahydro-,methylester,(2S)-(9CI) which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2Z)-methyl 2-acetamidohepta-2,6-dienoate;
With
hydrogen;
(+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate;
In
benzene;
at 20 ℃;
for 2h;
under 1551.44 Torr;
carbon monoxide;
With
hydrogen;
(+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate;
In
benzene;
at 150 ℃;
for 72h;
under 41371.8 Torr;
DOI:10.1039/b209087m
- Guidance literature:
-
(2Z)-methyl 2-acetamidohepta-2,6-dienoate;
With
hydrogen; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin);
dirhodium tetraacetate; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate;
In
benzene;
at 20 ℃;
for 2h;
under 1551.49 Torr;
carbon monoxide;
With
hydrogen; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin);
dirhodium tetraacetate; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate;
In
benzene;
at 150 ℃;
for 72h;
under 41372.9 Torr;
Further stages.;
DOI:10.1039/b209087m
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 83 percent / dimethyl sulfoxide; oxalyl chloride; triethylamine
2.1: 38 percent / tetramethylguanidine / tetrahydrofuran / -78 - 25 °C
3.1: H2; BIPHEPHOS / [(COD)Rh-(S,S)-Et-DuPHOS]OTf; rhodium(II) acetate dimer / benzene / 2 h / 20 °C / 1551.49 Torr
3.2: H2; BIPHEPHOS / [(COD)Rh-(S,S)-Et-DuPHOS]OTf; rhodium(II) acetate dimer / benzene / 72 h / 150 °C / 41372.9 Torr
With
oxalyl dichloride; 1,1,3,3-tetramethylguanidine; hydrogen; dimethyl sulfoxide; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); triethylamine;
dirhodium tetraacetate; (+)-1,2-bis-((2S,5S)-2,5-diethylphospholano)benzene(cyclooctadiene)rhodium(I) trifluoromethanesulfonate;
In
tetrahydrofuran; benzene;
1.1: Swern oxidation / 2.1: Horner-Emmons olefination;
DOI:10.1039/b209087m
