(1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

Base Information

Chemical Name:(1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline
CAS No.:1253798-41-2
Molecular Formula:C₂₈H₃₉N₃O₄
Molecular Weight:481.635
Hs Code.:

(1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

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Chemical Property of (1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

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Technology Process of (1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

There total 20 articles about (1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline 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:

: 1253798-43-4
C₂₈H₃₅N₃O₆

: 1253798-41-2,66833-20-3
(1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

: 1253798-35-4,66833-20-3
(1'S,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 65 ℃; for 0.25h; under 11251.1 Torr; optical yield given as %de; Microwave irradiation;
DOI:10.1002/cmdc.201000230

Reference yield:

: 1253798-40-1
(3S,11bR)-2-(6,7-dimethoxy-3,4-dihydroisoquinolin-1-ylmethyl)-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

: 1253798-41-2,66833-20-3
(1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

: 1253798-35-4,66833-20-3
(1'S,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

Guidance literature:: With sodium cyanoborohydride; acetic acid; In tetrahydrofuran; ethanol; at 60 ℃; for 2h; optical yield given as %de;
DOI:10.1002/cmdc.201000230

Reference yield:

: 1253798-38-7
(3S,11bR)-3-ethyl-9,10-dimethoxy-2-(2-nitrobenzenesulfonyl)-1,2,3,6,7,11b-hexahydropyrazino[2,1-a]isoquinolin-4-one

: 1253798-41-2,66833-20-3
(1'R,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

: 1253798-35-4,66833-20-3
(1'S,3S,11bR)-2-[(6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl]-3-ethyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrazino[2,1-a]isoquinoline

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-hydroxyethanethiol / N,N-dimethyl-formamide / 2 h / 50 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 50 °C

3.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 0 °C

3.2: 14 h / 90 °C

4.1: trichlorophosphate / toluene / 0.75 h / Reflux

5.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 28 h

With lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; 2-hydroxyethanethiol; trichlorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; 4.1: Bischler-Napieralski reaction;
DOI:10.1002/cmdc.201000230