(2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one

Base Information

Chemical Name:(2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one
CAS No.:1375571-06-4
Molecular Formula:C₂₀H₁₉NO₂
Molecular Weight:305.376
Hs Code.:

Synonyms:(2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one

Chemical Property:

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Technology Process of (2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one

There total 9 articles about (2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one 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: 59.0%

: 1375570-86-7
(2R,4R)-4-(acetoxy)-2-(2-oxo-2-phenylethyl)-1-(2-phenylacetyl)pyrrolidine

: 1375571-04-2
(2R,8aR)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetrahydroindolizin-5(1H)-one

: 1375571-06-4
(2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one

Guidance literature:: With methanol; potassium hydroxide; at 65 ℃; for 4h;
DOI:10.1016/j.bmcl.2012.03.109

Reference yield: 57.0%

: 1375570-88-9
(2S,4R)-4-(acetoxy)-2-(2-[4-methoxyphenyl]-2-oxoethyl)-1-(2-phenylacetyl)pyrrolidine

: 1375571-04-2
(2R,8aR)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetrahydroindolizin-5(1H)-one

: 1375571-06-4
(2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one

Guidance literature:: With potassium hydroxide; In methanol; for 4h; Reflux;
DOI:10.1016/j.ejmech.2013.06.009

Reference yield:

: benzyl (2S,4R)-4-(hydroxy)-1-(2-phenylacetyl)proline

: 1375571-04-2
(2R,8aR)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetrahydroindolizin-5(1H)-one

: 1375571-06-4
(2R,8aS)-2-hydroxy-6,7-diphenyl-2,3,8,8a-tetra-hydroindolizin-5(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: pyridine / 12 h / 0 - 26 °C

2.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 12 h

3.1: [bis(acetoxy)iodo]benzene; iodine / dichloromethane / 3 h / 26 °C / Inert atmosphere; Irradiation

3.2: 1.5 h / 0 °C / Inert atmosphere

4.1: potassium hydroxide / methanol / 4 h / Reflux

With pyridine; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; iodine; potassium hydroxide; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.ejmech.2013.06.009