1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine

Base Information

• Chemical Name: 1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine
• CAS No.: 127628-05-1
• Molecular Formula: C₂₃H₃₄N₂O₃
• Molecular Weight: 386.535
• Mol file: 127628-05-1.mol

Synonyms:1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine

Chemical Property of 1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine

There total 3 articles about 1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine 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: 84.0%

n-butyllithium (109-72-8,29786-93-4) + (3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile (127708-18-3) → 1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine (127628-05-1)

Guidance literature:

In diethyl ether; at -78 - 0 ℃;

DOI:10.1016/S0040-4039(01)93883-3

Reference yield:

2-bromo-2-(2-ethyl)dioxolane (18742-02-4) → 1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine (127628-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) lithium diisopropylamide / 1) THF, -78 deg C; 2) THF

2: 84 percent / diethyl ether / -78 - 0 °C

With lithium diisopropyl amide; In diethyl ether;

DOI:10.1016/S0040-4039(01)93883-3

Reference yield:

(-)-2-cyano-6-phenyloxazolopiperidine (88056-92-2) → 1-[(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl]-pentylideneamine (127628-05-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) lithium diisopropylamide / 1) THF, -78 deg C; 2) THF

2: 84 percent / diethyl ether / -78 - 0 °C

With lithium diisopropyl amide; In diethyl ether;

DOI:10.1016/S0040-4039(01)93883-3

upstream raw materials:

n-butyllithium

(3R,5R,8aR)-5-(2-[1,3]Dioxolan-2-yl-ethyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

2-bromo-2-(2-ethyl)dioxolane

(-)-2-cyano-6-phenyloxazolopiperidine

Downstream raw materials:

(6R,7R,9S)-7-Butyl-1-((R)-2-hydroxy-1-phenyl-ethyl)-1,8-diaza-spiro[5.5]undecane-9-carbonitrile

(R)-2-((6R,7R)-7-Butyl-1,8-diaza-spiro[5.5]undec-1-yl)-2-phenyl-ethanol