tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene

Base Information

Chemical Name:tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene
CAS No.:106318-81-4
Molecular Formula:C₂₀H₃₀ClN₃
Molecular Weight:347.931
Hs Code.:

Synonyms:tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene

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Chemical Property of tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene

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Technology Process of tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene

There total 4 articles about tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene 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: 38.0%

: 106318-80-3,106399-56-8
(1S,2R,8aR)-1-tert-Butylazo-2-(2-chloro-benzyl)-1-methyl-hexahydro-indolizin-3-one

: 106318-81-4
tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 24h; Heating;
DOI:10.1021/jo00378a012

Reference yield:

: 3752-25-8,939-58-2
o-chlorocinnamic acid

: 106318-81-4
tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / SOCl₂ / benzene / 2.5 h / Heating

2: 94 percent / Et₃N / CH₂Cl₂ / 0.17 h / -78 °C

3: dimethylformamide / 15 h / 110 - 120 °C

4: 38 percent / LiAlH₄ / tetrahydrofuran / 24 h / Heating

With lithium aluminium tetrahydride; thionyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00378a012

Reference yield:

: 106318-73-4
N-(o-chlorocinnamoyl)-2-acetylpiperidine tert-butylhydrazone

: 106318-81-4
tert-Butyl-[(1S,2S,8aR)-2-(2-chloro-benzyl)-1-methyl-octahydro-indolizin-1-yl]-diazene

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylformamide / 15 h / 110 - 120 °C

2: 38 percent / LiAlH₄ / tetrahydrofuran / 24 h / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00378a012