3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one

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Chemical Name:3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one
CAS No.:792913-05-4
Molecular Formula:C₂₆H₃₄ClNO₃
Molecular Weight:444.014
Hs Code.:

Synonyms:3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one

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Chemical Property of 3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one

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Technology Process of 3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one

There total 8 articles about 3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one 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:

Reference yield: 99.0%

: 2,4-bis-(tert-butyldimethylsilanyloxy)-3-[(R)-3-methyl-5-((S)-6-methyloctyliden)tetrahydropyran-2-(R)-yl]-5-phenyl-6-chloropyridine

: 792913-05-4
3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;
DOI:10.1016/j.tet.2004.06.139

Reference yield:

: 176221-88-8
(R,E)-methyl 6-methylocta-2,7-dienoate

: 792913-05-4
3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: Dibal-H / diethyl ether; hexane / 2 h / 0 °C

2: H₂ / Pd/C / methanol / 6 h / 760.05 Torr

3: PPh₃; DEAD / tetrahydrofuran / 0.17 h

4: (NH₄)6Mo₇O₂₄*4H₂O; aq. H₂O₂ / ethanol / 18 h / 20 °C

5: LiHMDS / 1,2-dimethoxy-ethane / -78 °C

6: 99 percent / TBAF / tetrahydrofuran / 0.5 h

With ammonium heptamolybdate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; diisobutylaluminium hydride; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; hexane; 3: Mitsunobu reaction / 5: Julia-Kocienski olefination;
DOI:10.1016/j.tet.2004.06.139

Reference yield:

: 663176-49-6
(R,E)-6-methylocta-2,7-dien-1-ol

: 792913-05-4
3-((2R,3R)-tetrahydro-3-methyl-5-(6-methyloctyliden)-2H-pyran-2-yl)-4-hydroxy-5-phenyl-6-chloropyridin-2(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd/C / methanol / 6 h / 760.05 Torr

2: PPh₃; DEAD / tetrahydrofuran / 0.17 h

3: (NH₄)6Mo₇O₂₄*4H₂O; aq. H₂O₂ / ethanol / 18 h / 20 °C

4: LiHMDS / 1,2-dimethoxy-ethane / -78 °C

5: 99 percent / TBAF / tetrahydrofuran / 0.5 h

With ammonium heptamolybdate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; ethanol; 2: Mitsunobu reaction / 4: Julia-Kocienski olefination;
DOI:10.1016/j.tet.2004.06.139