(3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

Base Information

Chemical Name:(3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile
CAS No.:918332-75-9
Molecular Formula:C₂₅H₂₄F₆N₂O₂
Molecular Weight:498.468
Hs Code.:

Synonyms:(3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

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Chemical Property of (3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

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Technology Process of (3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

There total 1 articles about (3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-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: 75.0%

: 88056-92-2
(-)-2-cyano-6-phenyloxazolopiperidine

: 530441-95-3
(R)-1-(1-(bromomethoxy)ethyl)-3,5-bis(trifluoromethyl)benzene

: 918332-75-9
(3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.tetasy.2006.09.022

Reference yield: 20.0%

: 918332-75-9
(3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

: 69739-34-0
t-butyldimethylsiyl triflate

: phenylmagnesium bromide

: (3R,8aR)-5-[1-(tert-Butyl-dimethyl-silanyloxy)-meth-(E)-ylidene]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine

: (3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3,5-diphenyl-hexahydro-oxazolo[3,2-a]pyridine

Guidance literature:: (3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile; t-butyldimethylsiyl triflate; In dichloromethane;

phenylmagnesium bromide; In tetrahydrofuran; dichloromethane; at -78 ℃;
DOI:10.1016/j.tetasy.2006.09.022

Reference yield:

: 918332-75-9
(3R,5S,8aR)-5-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

: (S)-2-[(R)-1-(3,5-Bis-trifluoromethyl-phenyl)-ethoxymethyl]-2-phenyl-piperidine

Guidance literature:: Multi-step reaction with 3 steps

1: 1,2-dichloro-ethane

2: tetrahydrofuran; 1,2-dichloro-ethane / -78 °C

3: 68 percent / H₂ / Pd(OH)2/C / 48 h / 3361.46 Torr

With hydrogen; palladium dihydroxide; In tetrahydrofuran; 1,2-dichloro-ethane; 2: Grignard addition;
DOI:10.1016/j.tetasy.2006.09.022