(+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine

Base Information

Chemical Name:(+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine
CAS No.:1380414-60-7
Molecular Formula:C₂₀H₂₉NO₂S
Molecular Weight:347.522
Hs Code.:

Synonyms:(+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine

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Chemical Property of (+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine

Chemical Property:

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Technology Process of (+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine

There total 4 articles about (+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-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%

: C₂₀H₂₉NS

: 1380414-65-2
(-)-(5R,8aS)-5-hexyl-7-(phenylsulfinyl)-1,2,3,5,8,8a-hexahydroindolizine

: 1380414-60-7
(+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine

: 1380414-69-6
(-)-(5R,8aS)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine

Guidance literature:: C₂₀H₂₉NS; 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:

: C₂₀H₂₉NS

: 1380414-65-2
(-)-(5R,8aS)-5-hexyl-7-(phenylsulfinyl)-1,2,3,5,8,8a-hexahydroindolizine

: 1380414-67-4
(+)-cis-5-hexyl-7-(phenylsulfinyl)-1,2,3,5,8,8a-hexahydroindolizine

: 1380414-60-7
(+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine

Guidance literature:: C₂₀H₂₉NS; 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 %de;
DOI:10.1016/j.tet.2012.04.054

Reference yield:

: C₂₀H₂₉NS

: 1380414-60-7
(+)-(5S,8aR)-5-hexyl-7-(phenylsulfonyl)-1,2,3,5,8,8a-hexahydroindolizine

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 0.17 h / 20 °C

1.3: 18 h / 0 °C

2.1: tert.-butylhydroperoxide / 6 h / 0 °C

With tert.-butylhydroperoxide; toluene-4-sulfonic acid; In toluene; 1.3: Sharpless asymmetric oxidation;
DOI:10.1016/j.tet.2012.04.054