(5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione

Base Information

Chemical Name:(5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione
CAS No.:1223077-59-5
Molecular Formula:C₂₄H₂₄N₆O₃
Molecular Weight:444.493
Hs Code.:

Synonyms:(5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione

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Chemical Property of (5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione

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Technology Process of (5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione

There total 7 articles about (5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione 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: 99.0%

: 1223077-76-6
(5R,11aS)-2-(5-azidopentyl)-5-(3-benzoyloxyphenyl)-6H-1,2,3,5,11,11a-hexahydroimidazo[1,5-b]-β-carboline-1,3-dione

: 1223077-59-5
(5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione

Guidance literature:: With potassium carbonate; In methanol; for 2h; Reflux;
DOI:10.1016/j.tetasy.2009.12.029

Reference yield:

: C₂₆H₂₆N₆O₄

: 1223077-59-5
(5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione

Guidance literature:: With methanol; triethylamine; for 3h; Reflux;
DOI:10.1016/j.tetasy.2011.10.011

Reference yield:

: 1353874-70-0
D-tryptophan methyl ester hydrobromide

: 1223077-59-5
(5R,11aS)-2-(5-azido-pentyl)-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydro-imidazo[1,5-b]-β-carboline-1,3-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: isopropyl alcohol / 2 h / Reflux

1.2: 12 h / Reflux

2.1: triethylamine / dichloromethane / 0.27 h / 0 °C

2.2: 3.25 h / 0 °C / Reflux

3.1: methanol; triethylamine / 3 h / Reflux

With methanol; triethylamine; In dichloromethane; isopropyl alcohol; 1.1: Pictet-Spengler reaction;
DOI:10.1016/j.tetasy.2011.10.011