(2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile

Base Information

Chemical Name:(2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile
CAS No.:203245-64-1
Molecular Formula:C₁₇H₂₀N₂O
Molecular Weight:268.359
Hs Code.:

Synonyms:(2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile

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Chemical Property of (2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile

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Technology Process of (2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile

There total 7 articles about (2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile 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: 91.0%

: 151-50-8
potassium cyanide

: 203245-67-4
(2R,3S,8aR)-8a-Ethyl-5-ethylsulfanyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine

: 203245-64-1
(2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile

Guidance literature:: With copper(l) iodide; iodine; In tetrahydrofuran; for 12h; Heating;
DOI:10.1021/jo9719214

Reference yield:

: 3637-13-6
5-oxoheptanoic acid

: 203245-64-1
(2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / toluene / 12 h / Heating

2: 84 percent / Belleau reagent / toluene / 1 h / Heating

3: 100 percent / CH₂Cl₂ / 1 h / Heating

4: 91 percent / CuI, I₂ / tetrahydrofuran / 12 h / Heating

With copper(l) iodide; iodine; 2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo9719214

Reference yield:

: 1501-26-4
methyl 4-(chlorocarbonyl)butyrate

: 203245-64-1
(2R,3S,8aR)-8a-Ethyl-3-methyl-2-phenyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-5-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 98 percent / tetrahydrofuran / -78 - 20 °C

2: 92 percent / KOH / H₂O; methanol / 4 h / Ambient temperature

3: 64 percent / toluene / 12 h / Heating

4: 84 percent / Belleau reagent / toluene / 1 h / Heating

5: 100 percent / CH₂Cl₂ / 1 h / Heating

6: 91 percent / CuI, I₂ / tetrahydrofuran / 12 h / Heating

With potassium hydroxide; copper(l) iodide; iodine; 2,4-(4-phenoxyphenyl)-1,3-dithia-2λ(5),4λ(5)-diphosphetane 2,4-disulfides; In tetrahydrofuran; methanol; dichloromethane; water; toluene;
DOI:10.1021/jo9719214