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

Base Information

Chemical Name:(3R,7R,8S,8aR)-7-[2-acetyl-2-(2-indolyl)ethyl]-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
CAS No.:1273047-47-4
Molecular Formula:C₂₇H₃₀N₂O₄
Molecular Weight:446.546
Hs Code.:

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

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

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

There total 4 articles about (3R,7R,8S,8aR)-7-[2-acetyl-2-(2-indolyl)ethyl]-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: 57.0%

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

: 108-24-7
acetic anhydride

: 1273047-47-4
(3R,7R,8S,8aR)-7-[2-acetyl-2-(2-indolyl)ethyl]-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1002/ejoc.201001020

Reference yield:

: 4264-35-1
2-acetylindole

: 1273047-47-4
(3R,7R,8S,8aR)-7-[2-acetyl-2-(2-indolyl)ethyl]-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; cyclohexane / 1 h / -78 °C

1.2: 24 h / -78 - 20 °C

2.1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

3.1: dmap; triethylamine / dichloromethane / 4 h / 20 °C

With dmap; sodium tetrahydroborate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; cyclohexane;
DOI:10.1002/ejoc.201001020

Reference yield:

: 1273047-14-5
(3R,7R,8S,8aR)-8-ethyl-7-[2-(2-indolyl)-2-oxoethyl]-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

: 1273047-47-4
(3R,7R,8S,8aR)-7-[2-acetyl-2-(2-indolyl)ethyl]-8-ethyl-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C

2: dmap; triethylamine / dichloromethane / 4 h / 20 °C

With dmap; sodium tetrahydroborate; triethylamine; In methanol; dichloromethane;
DOI:10.1002/ejoc.201001020