Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine

Base Information

• Chemical Name: Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine
• CAS No.: 210165-62-1
• Molecular Formula: C₂₇H₃₀N₂O
• Molecular Weight: 398.548

Synonyms:Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine

Chemical Property of Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine

Chemical Property:

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Technology Process of Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine

There total 2 articles about Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine 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: 95.0%

methanol (67-56-1) + Dibenzyl-(1-benzyl-3-chloro-1,2,3,6-tetrahydro-pyridin-4-yl)-amine (210165-61-0) → Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine (210165-62-1)

Guidance literature:

With sodium methylate; at 20 ℃; for 20h;

DOI:10.1055/s-1998-2055

Reference yield:

Dibenzyl-(1-benzyl-1,2,3,6-tetrahydro-pyridin-4-yl)-amine (164799-10-4) → Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine (210165-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / NCS / CH₂Cl₂ / 3 h / -78 - -30 °C

2: 95 percent / MeONa / 20 h / 20 °C

With N-chloro-succinimide; sodium methylate; In dichloromethane;

DOI:10.1055/s-1998-2055

Reference yield: 89.0%

Dibenzyl-((1R,5S,6S)-3-benzyl-6-methoxy-3-aza-bicyclo[3.1.0]hex-6-yl)-amine (210165-62-1) → 1α,5α,6β-3-benzyl-6-dibenzylamino-3-azabicyclo[3.1.0]hexane (207790-97-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; 1.) 60 deg C, 5 h, 2.) 20 deg C, 3 d;

DOI:10.1055/s-1998-2055

upstream raw materials:

methanol

Dibenzyl-(1-benzyl-3-chloro-1,2,3,6-tetrahydro-pyridin-4-yl)-amine

Dibenzyl-(1-benzyl-1,2,3,6-tetrahydro-pyridin-4-yl)-amine

Downstream raw materials:

1α,5α,6β-3-benzyl-6-dibenzylamino-3-azabicyclo[3.1.0]hexane

(1α,5α,6α)-3-benzyl-3-azabicyclo [3.1.0]-6-amino hexane

1α,5α,6β-6-dibenzylamino-3-azabicyclo[3.1.0]hexane

7-((1R,5S,6R)-6-Amino-3-aza-bicyclo[3.1.0]hex-3-yl)-1-(2,4-difluoro-phenyl)-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

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