(3aα,6aβ,9aβ)-(+/-)-1,2,3,3a,4,5,6,6a,7,9a-decahydro-8-methylpyrido<2,1,6-de>quinolizine

Base Information

Chemical Name:(3aα,6aβ,9aβ)-(+/-)-1,2,3,3a,4,5,6,6a,7,9a-decahydro-8-methylpyrido<2,1,6-de>quinolizine
CAS No.:60022-25-5
Molecular Formula:C₁₃H₂₁N
Molecular Weight:191.316
Hs Code.:

Synonyms:

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Chemical Property of (3aα,6aβ,9aβ)-(+/-)-1,2,3,3a,4,5,6,6a,7,9a-decahydro-8-methylpyrido<2,1,6-de>quinolizine

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Technology Process of (3aα,6aβ,9aβ)-(+/-)-1,2,3,3a,4,5,6,6a,7,9a-decahydro-8-methylpyrido<2,1,6-de>quinolizine

There total 29 articles about (3aα,6aβ,9aβ)-(+/-)-1,2,3,3a,4,5,6,6a,7,9a-decahydro-8-methylpyrido<2,1,6-de>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: 87.0%

: 72473-13-3
(3aα,6aβ,9aα)-dodecahydro-2-methylenepyrido<2,1,6-de>quinolizine

: 60022-25-5,72362-38-0,75556-13-7
(3aα,6aβ,9aβ)-(+/-)-1,2,3,3a,4,5,6,6a,7,9a-decahydro-8-methylpyrido<2,1,6-de>quinolizine

Guidance literature:: With toluene-4-sulfonic acid; In xylene; for 6.5h; Heating;
DOI:10.1021/jo00186a029

Reference yield: 76.0%

: (3aS,6aS,9aR)-5-methyl-2,3,3a,6,6a,7,9a,9b-octahydro-9b-azaphenalene

: 60022-25-5,72362-38-0,75556-13-7
Hippocasin

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 1h; under 1500.15 Torr;
DOI:10.1007/s11172-014-0464-3

Reference yield:

: 57194-67-9
(3aα,6aα,9aβ)-dodecahydropyrido<2,1,6-de>quinolizine

: 60022-25-5,72362-38-0,75556-13-7
(3aα,6aβ,9aβ)-(+/-)-1,2,3,3a,4,5,6,6a,7,9a-decahydro-8-methylpyrido<2,1,6-de>quinolizine

Guidance literature:: Multi-step reaction with 15 steps

1: 97 percent / H₂, HOAc / 10 percent Pd on carbon / propan-2-ol / 21 h / 190 °C

2: 83 percent / EDTA, Hg(OAc)2 / aq. NaOH; acetic acid / 4.5 h / Heating

3: 2.11 g / concentrated HCl / H₂O; diethyl ether / 17 h / 25 °C

4: 80 percent / fuming H₂SO₄ (30 percent SO₃) / 50 h / 50 °C

5: 71 percent / EDTA, Hg(OAc)2 / aq. NaOH; acetic acid / 4 h / Heating

6: 94 percent / H₂ / 10 percent Pt on C / methanol; acetic acid / 60 h / 3040 Torr

7: 200 mg / POCl₃ / pyridine; CHCl₃ / 7 h / Heating

8: 86 percent / diethyl ether / 1) -78 deg C, 30 min, 2) without cold bath, 2 h

9: 91 percent / n-butyllithium, diisopropylamine / hexane; tetrahydrofuran / 1) -78 deg C, 30 min, 2) -30 deg C to -20 deg C, 30 min

10: 82 percent / LiH, ethanethiol / dimethylformamide / 1 h / 100 °C

11: 601 mg / trifluoroperoxyacetic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

12: 42 percent / Li, ethylenediamine / 0.5 h / 35 - 40 °C

13: 81 percent / Jones reagent / acetic acid; H₂SO₄ / 0.5 h / 20 °C

14: 1) n-butyllithium / 1) THF, hexane, 75 min, 2) 5 h

15: 87 percent / p-toluenesulfonic acid monohydrate / xylene / 6.5 h / Heating

With hydrogenchloride; n-butyllithium; jones reagent; ethylenediaminetetraacetic acid; trifluoroacetyl peroxide; sulfuric acid; sulfur trioxide; mercury(II) diacetate; hydrogen; lithium; lithium hydride; toluene-4-sulfonic acid; acetic acid; ethylenediamine; diisopropylamine; ethanethiol; trichlorophosphate; palladium on activated charcoal; platinum on activated charcoal; In tetrahydrofuran; pyridine; methanol; sodium hydroxide; diethyl ether; hexane; dichloromethane; chloroform; sulfuric acid; water; acetic acid; N,N-dimethyl-formamide; isopropyl alcohol; xylene;
DOI:10.1021/jo00186a029