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

Base Information

• Chemical Name: (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
• CAS No.: 194149-76-3
• Molecular Formula: C₁₅H₁₉NO₂
• Molecular Weight: 245.321
• Mol file: 194149-76-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,8S,8aR)-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,8S,8aR)-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: 71.0%

methyl 4-formylhexanoate (66757-48-0) + D-2-phenylglycinol (56613-80-0) → (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (194149-76-3) + (3R,8R,8aS)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (194149-77-4)

Guidance literature:

With sodium sulfate; In diethyl ether; at 0 ℃; for 1h;

DOI:10.1002/chem.200600420

Reference yield:

methyl 4-formylhexanoate (66757-48-0) + D-2-phenylglycinol (56613-80-0) → (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (194149-76-3)

Guidance literature:

With sodium sulfate; In diethyl ether; at 0 ℃;

DOI:10.1021/jo0487101

Reference yield:

ethyl 4-ethyl-5-oxopentanoate (104665-17-0) + D-2-phenylglycinol (56613-80-0) → (3R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (194149-76-3) + (3R,8R,8aS)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine (194149-77-4)

Guidance literature:

With sodium sulfate; Yield given. Multistep reaction. Yields of byproduct given; 1.) Et₂O, 0 deg C, 1 h, 2.) from 80 to 100 deg C, 1 h, p=10-15 mmHg;

DOI:10.1016/S0957-4166(97)00204-8

upstream raw materials:

ethyl 4-ethyl-5-oxopentanoate

D-2-phenylglycinol

methyl 4-formylhexanoate

Downstream raw materials:

tert-butyl (3R,6R,8S,8aR)-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine-6-acetate

(S)-4-ethyl-5-[(2-nitrobenzenesulfonyl)amino]-1-pentanol

(S)-4-ethyl-5-{[(1R)-2-hydroxy-1-phenylethyl]amino}-1-pentanol