(1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine

Base Information

Chemical Name:(1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine
CAS No.:1384282-27-2
Molecular Formula:C₂₃H₃₀N₂
Molecular Weight:334.505
Hs Code.:

(1S,2S,4S,5S)-N<sub>2</sub>,N<sub>5</sub>-dibenzyl-N<sub>2</sub>,N<sub>5</sub>-dimethylbicyclo[2.2.1]heptane-2,5-diamine

Synonyms:(1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine

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Chemical Property of (1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine

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Technology Process of (1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine

There total 4 articles about (1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine 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: 90.0%

: 103-67-3
benzyl-methyl-amine

: 145092-68-8
(S,S)-bicyclo<2.2.1>heptane-2,5-dione

: 1384282-27-2
(1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine

Guidance literature:: benzyl-methyl-amine; (S,S)-bicyclo<2.2.1>heptane-2,5-dione; With titanium(IV) isopropylate; at 20 ℃; for 0.5h; Inert atmosphere; neat (no solvent);

With palladium 10% on activated carbon; hydrogen; at 20 ℃; under 760.051 Torr;
DOI:10.1002/adsc.201101016

Reference yield:

: 121-46-0
bicyclo[2.2.1]hepta-2,5-diene

: 1384282-27-2
(1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: bis(η3-allyl-μ-chloropalladium(II)); trichlorosilane; (S)-(-)-2-methoxy-2'-diphenylphosphino-1,1'-binaphthyl / -3 °C / Inert atmosphere

2.1: pyridinium chlorochromate / dichloromethane / 20 °C / Inert atmosphere

3.1: titanium(IV) isopropylate / 0.5 h / 20 °C / Inert atmosphere; neat (no solvent)

3.2: 20 °C / 760.05 Torr

With titanium(IV) isopropylate; bis(η3-allyl-μ-chloropalladium(II)); trichlorosilane; (S)-(-)-2-methoxy-2'-diphenylphosphino-1,1'-binaphthyl; pyridinium chlorochromate; In dichloromethane;
DOI:10.1002/adsc.201101016

Reference yield:

: 5888-36-8,21462-09-9,21462-10-2,34296-59-8,135094-36-9,135094-38-1,146987-19-1,147851-95-4,117019-24-6
(1S,2R,4S,5R)-2,5-dihydroxybicyclo[2.2.1]heptane

: 1384282-27-2
(1S,2S,4S,5S)-N₂,N₅-dibenzyl-N₂,N₅-dimethylbicyclo[2.2.1]heptane-2,5-diamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridinium chlorochromate / dichloromethane / 20 °C / Inert atmosphere

2.1: titanium(IV) isopropylate / 0.5 h / 20 °C / Inert atmosphere; neat (no solvent)

2.2: 20 °C / 760.05 Torr

With titanium(IV) isopropylate; pyridinium chlorochromate; In dichloromethane;
DOI:10.1002/adsc.201101016