(-)-(5R,8aS)-7-(phenylsulfinyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

Base Information

Chemical Name:(-)-(5R,8aS)-7-(phenylsulfinyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine
CAS No.:1380414-62-9
Molecular Formula:C₁₇H₂₃NOS
Molecular Weight:289.442
Hs Code.:

Synonyms:(-)-(5R,8aS)-7-(phenylsulfinyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

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Chemical Property of (-)-(5R,8aS)-7-(phenylsulfinyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

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Technology Process of (-)-(5R,8aS)-7-(phenylsulfinyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

There total 2 articles about (-)-(5R,8aS)-7-(phenylsulfinyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine 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: 40.0%

: (+/-)-cis-7-(phenylthio)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

: 1380414-62-9
(-)-(5R,8aS)-7-(phenylsulfinyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

: (-)-(5R,8aS)-7-(phenylsulfonyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

: 1380414-63-0
(+)-(5S,8aR)-7-(phenylsulfonyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

Guidance literature:: (+/-)-cis-7-(phenylthio)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine; With toluene-4-sulfonic acid; In toluene; at 20 ℃; for 0.166667h; Molecular sieve;

With titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; In toluene; at 20 ℃; for 0.166667h;

With tert.-butylhydroperoxide; In toluene; at 0 ℃; for 18h; optical yield given as %ee;
DOI:10.1016/j.tet.2012.04.054

Reference yield:

: 871950-84-4
7-(phenylthio)-1,2,3,5,8,8a-hexahydro-5-indolizinone

: 1380414-62-9
(-)-(5R,8aS)-7-(phenylsulfinyl)-5-propyl-1,2,3,5,8,8a-hexahydroindolizine

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 6 h / 20 °C

1.2: Cooling with ice

1.3: 0.5 h

2.1: toluene-4-sulfonic acid / toluene / 0.17 h / 20 °C / Molecular sieve

2.2: 0.17 h / 20 °C

2.3: 18 h / 0 °C

With toluene-4-sulfonic acid; In tetrahydrofuran; toluene; 1.1: Grignard reaction / 2.3: Sharpless asymmetric oxidation;
DOI:10.1016/j.tet.2012.04.054