(3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Base Information

Chemical Name:(3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
CAS No.:817573-54-9
Molecular Formula:C₁₉H₂₅NO₂S₂
Molecular Weight:363.545
Hs Code.:

Synonyms:(3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

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Chemical Property of (3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

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Technology Process of (3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

There total 5 articles about (3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine 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: 61.0%

: 505-23-7
1,3 dithiane

: 457622-91-2
(3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,8,8a-tetrahydro-5H-oxazolo[3,2-a]pyridine

: 817574-40-6
(3R,7R,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 817573-54-9
(3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; cyclohexane; at 0 ℃; for 20h;
DOI:10.1021/jo0487101

Reference yield:

: 66757-48-0
methyl 4-formylhexanoate

: 817573-54-9
(3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: Na₂SO₄ / diethyl ether / 0 °C

2: 95 percent / KH / tetrahydrofuran / 1.5 h / Heating

3: 85 percent / Na₂CO₃ / toluene / 7 h / Heating

4: LDA; HMPA / tetrahydrofuran; cyclohexane / 20 h / 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydride; sodium carbonate; sodium sulfate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; cyclohexane; toluene;
DOI:10.1021/jo0487101

Reference yield:

: 56613-80-0
D-2-phenylglycinol

: 817573-54-9
(3R,7S,8S)-7-(1,3-dithian-2-yl)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: Na₂SO₄ / diethyl ether / 0 °C

2: 95 percent / KH / tetrahydrofuran / 1.5 h / Heating

3: 85 percent / Na₂CO₃ / toluene / 7 h / Heating

4: LDA; HMPA / tetrahydrofuran; cyclohexane / 20 h / 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydride; sodium carbonate; sodium sulfate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; cyclohexane; toluene;
DOI:10.1021/jo0487101