(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
• Mol file: 1384282-27-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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%

benzyl-methyl-amine (103-67-3) + (S,S)-bicyclo<2.2.1>heptane-2,5-dione (145092-68-8) → (1S,2S,4S,5S)-N2,N5-dibenzyl-N2,N5-dimethylbicyclo[2.2.1]heptane-2,5-diamine (1384282-27-2)

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:

bicyclo[2.2.1]hepta-2,5-diene (121-46-0) → (1S,2S,4S,5S)-N2,N5-dibenzyl-N2,N5-dimethylbicyclo[2.2.1]heptane-2,5-diamine (1384282-27-2)

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:

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

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

upstream raw materials:

formaldehyd

C₂₁H₂₆N₂

bicyclo[2.2.1]hepta-2,5-diene

(1S,2R,4S,5R)-2,5-dihydroxybicyclo[2.2.1]heptane