1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

Base Information

Chemical Name:1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine
CAS No.:919491-10-4
Molecular Formula:C₂₆H₃₆BrNO
Molecular Weight:458.482
Hs Code.:

1-benzyl-5-bromo-4-(1-<i>tert</i>-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1<i>H</i>-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

Synonyms:1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

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Chemical Property of 1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

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Technology Process of 1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

There total 3 articles about 1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine 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: 73.0%

: 919491-07-9
1-benzyl 5-bromo-4-trifluromethanesulfonyloxy-1,2,3,6-tetrahydropyridine

: (1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-tributyl-stannane

: 919491-10-4
1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

Guidance literature:: With copper(l) iodide; lithium chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1-methyl-pyrrolidin-2-one; at 65 ℃; for 10h;
DOI:10.1002/chem.200601076

Reference yield:

: 104860-16-4
1-benzyl-3-bromopiperidine-4-one

: 919491-10-4
1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

Guidance literature:: Multi-step reaction with 2 steps

1: 56 percent / triethylamine / CH₂Cl₂ / 20 h / -78 - 20 °C

2: 73 percent / LiCl; CuI / Pd₂(dba)3*CHCl₃ / 1-methyl-pyrrolidin-2-one / 10 h / 65 °C

With copper(l) iodide; triethylamine; lithium chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In 1-methyl-pyrrolidin-2-one; dichloromethane; 2: Stille coupling;
DOI:10.1002/chem.200601076

Reference yield:

: 109870-10-2
1,2,3,6-tetrahydro-1-(phenylmethyl)-4-[(trimethylsilyl)oxy]pyridine

: 919491-10-4
1-benzyl-5-bromo-4-(1-tert-butoxy-7a-methyl-2,3,3a,6,7,7a-hexahydro-1H-inden-5-yl)-1,2,3,6-tetrahydro-pyridine

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / N-bromosuccinimide; sodium acetate / tetrahydrofuran; H₂O / 1 h / 20 °C

2: 56 percent / triethylamine / CH₂Cl₂ / 20 h / -78 - 20 °C

3: 73 percent / LiCl; CuI / Pd₂(dba)3*CHCl₃ / 1-methyl-pyrrolidin-2-one / 10 h / 65 °C

With N-Bromosuccinimide; copper(l) iodide; sodium acetate; triethylamine; lithium chloride; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; water; 3: Stille coupling;
DOI:10.1002/chem.200601076