ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

Base Information

Chemical Name:ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate
CAS No.:430461-41-9
Molecular Formula:C₁₉H₂₅NO₄
Molecular Weight:331.412
Hs Code.:

Synonyms:ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

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Technology Process of ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

There total 7 articles about ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate 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: 66.0%

: 457622-92-3
(3R,7R,8S,8aR)-7-[2-(ethoxycarbonyl)-1,3-dithiolan-2-yl]-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 430461-41-9
ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

Guidance literature:: With sodium tetrahydroborate; nickel dichloride; In tetrahydrofuran; methanol;
DOI:10.1021/ol0263245 DOI:10.1021/jo0487101

Reference yield: 61.0%

: 56613-80-0
D-2-phenylglycinol

: 430461-07-7
diethyl 3-(1-formylpropyl)glutarate

: 430461-41-9
ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

: ethyl (3R,7R,8R,8aS)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

Guidance literature:: In toluene; for 14h; Heating;
DOI:10.1002/chem.200600420

Reference yield:

: 194149-76-3
(3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 430461-41-9
ethyl (3R,7S,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-7-acetate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / KH / tetrahydrofuran / 1.5 h / Heating

2: 85 percent / Na₂CO₃ / toluene / 7 h / Heating

3: 52 percent / LDA / tetrahydrofuran; cyclohexane / 4 h / 0 °C

4: 66 percent / NiCl₂*6H₂O; NaBH₄ / tetrahydrofuran; methanol

With sodium tetrahydroborate; potassium hydride; sodium carbonate; nickel dichloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; cyclohexane; toluene;
DOI:10.1021/jo0487101