(12bS)-1,2,3,4,6,7,12,12bβ-Octahydroindolo[2,3-a]quinolizine

Base Information

Chemical Name:(12bS)-1,2,3,4,6,7,12,12bβ-Octahydroindolo[2,3-a]quinolizine
CAS No.:10252-12-7
Molecular Formula:C15H18N2
Molecular Weight:226.31700
Hs Code.:
Mol file:10252-12-7.mol

Synonyms:(S)-(-)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine;(12bS)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine;(S)-1,2,3,4,6,7,12,12b-Octahydro-indolo[2,3-a]quinolizine;(-)-(S)-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizidine;(S)-(-)-1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine;(S)-1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine;desbromoarborescidine A;

Suppliers and Price of (12bS)-1,2,3,4,6,7,12,12bβ-Octahydroindolo[2,3-a]quinolizine

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 5 raw suppliers

Chemical Property of (12bS)-1,2,3,4,6,7,12,12bβ-Octahydroindolo[2,3-a]quinolizine

Chemical Property:

PSA：19.03000
LogP:3.18890

Purity/Quality:: 98%,99%, ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

General Description (12bS)-1,2,3,4,6,7,12,12bβ-Octahydroindolo[2,3-a]quinolizine, also known as desbromoarborescidine A, is a chiral indoloquinolizine alkaloid with potential antiproliferative activity against cancer cell lines, likely due to its structural similarity to harmine and its ability to disrupt topoisomerase II activity. It has been synthesized through stereoselective methods, including asymmetric transfer hydrogenation and cyclization strategies, yielding high enantiomeric purity. (12bS)-1,2,3,4,6,7,12,12bβ-Octahydroindolo[2,3-a]quinolizine's stereochemistry has been confirmed via ¹³C NMR analysis, and it serves as a key intermediate in the synthesis of related natural products such as harmicine. Its nonpolar structure may enhance binding to hydrophobic regions of DNA/topoisomerase complexes, contributing to its biological activity.

Technology Process of (12bS)-1,2,3,4,6,7,12,12bβ-Octahydroindolo[2,3-a]quinolizine

There total 38 articles about (12bS)-1,2,3,4,6,7,12,12bβ-Octahydroindolo[2,3-a]quinolizine 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: 96.0%

: 103321-76-2
(-)-(S)-1,2,3,4,6,7,12,12b-octahydro-4-oxoindolo<2,3-a>quinolizine

: 10252-12-7
indoloquinolizidine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Heating;
DOI:10.1002/ejoc.200500412

Reference yield: 90.0%

: 4942-85-2
1,2,3,4,6,7,12,12b-octahydroindolo<2,3-a>quinolizine-4-one

: 4802-79-3,10252-12-7,15051-70-4,46798-86-1
(5S,12bS)-1,2,3,4,6,7,12,12b-Octahydro-indolo[2,3-a]quinolizine

Guidance literature:: With sodium tetrahydroborate; In methanol; tert-butyl alcohol; for 4h; Heating;
DOI:10.1055/s-1987-28197

Reference yield: 85.0%

: 6067-48-7
1,2,3,4,6,7-Hexahydro-12H-indolo<2.3-a>chinolizinium-chlorid

: 10252-12-7
indoloquinolizidine

Guidance literature:: With silver hexafluoroantimonate; Noyori's catalyst; sodium formate; cetyltrimethylammonim bromide; In water; at 40 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.200902289