(2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

Base Information

Chemical Name:(2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate
CAS No.:1352072-36-6
Molecular Formula:C₂₆H₃₀Cl₂NO
Molecular Weight:443.436
Hs Code.:

(2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

Synonyms:(2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

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Chemical Property of (2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

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Technology Process of (2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

There total 9 articles about (2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate 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: 88.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 1352072-35-5
(1R,2R,4S)-2-(3-chlorophenyl)-1-(4-chlorophenyl)-4-((4S,5S)-4-ethyl-5-methyl-4,5-dihydrooxazol-2-yl)-4-methylhept-6-en-1-ol

: 1352072-36-6
(2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -50 - 0 ℃;
DOI:10.1021/ja305123v

Reference yield:

: (4R,5R)-4-(3-chlorophenyl)-5-(4-chlorophenyl)-5-hydroxy-2-methylpentanoic acid

: 1352072-36-6
(2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: pyridinium p-toluenesulfonate / toluene / 2 h / Inert atmosphere; Reflux

2: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -35 - -5 °C / Inert atmosphere

3: triethylamine / 96 h / 90 °C / Inert atmosphere; Neat (no solvent)

4: 2,6-dimethylpyridine / dichloromethane / -50 - 0 °C

With 2,6-dimethylpyridine; pyridinium p-toluenesulfonate; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja305123v

Reference yield:

: 1352073-02-9
methyl 4-(3-chlorophenyl)-5-(4-chlorophenyl)-2-methyl-5-oxopentanoate

: 1352072-36-6
(2S,3S,5S,6R,8S)-8-allyl-6-(3-chlorophenyl)-5-(4-chlorophenyl)-3-ethyl-2,8-dimethyl-2,3,5,6,7,8-hexahydrooxazolo[3,2-a]pyridin-4-ium trifluromethanesulfonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate / toluene / 1.5 h / Inert atmosphere

1.2: 72 h / 20 °C / 2585.81 Torr / Inert atmosphere

2.1: water; lithium hydroxide / tetrahydrofuran; methanol / 24 h / 20 °C / Inert atmosphere

3.1: pyridinium p-toluenesulfonate / toluene / 2 h / Inert atmosphere; Reflux

4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -35 - -5 °C / Inert atmosphere

5.1: triethylamine / 96 h / 90 °C / Inert atmosphere; Neat (no solvent)

6.1: 2,6-dimethylpyridine / dichloromethane / -50 - 0 °C

With 2,6-dimethylpyridine; RuCI₂[(R)xylbinap][(R)-daipen]; potassium tert-butylate; water; pyridinium p-toluenesulfonate; triethylamine; lithium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/ja305123v