N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-diamine

Base Information

• Chemical Name: N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-diamine
• CAS No.: 159303-35-2
• Molecular Formula: C₄₁H₅₈N₂Si₂
• Molecular Weight: 635.096
• Mol file: 159303-35-2.mol

Synonyms:N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-diamine

Chemical Property of N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-diamine

There total 2 articles about N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-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: 70.0%

Trimethylenediamine (109-76-2,54018-94-9) + {(1S,2R)-2-[3-(Dimethyl-phenyl-silanyl)-propa-1,2-dienyl]-cyclohexyl}-acetaldehyde → N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-diamine (159303-35-2)

Guidance literature:

In toluene; for 16h; Heating;

DOI:10.1021/ja00100a070

Reference yield:

{(1S,2R)-2-[3-(Dimethyl-phenyl-silanyl)-propa-1,2-dienyl]-cyclohexyl}-acetonitrile → N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-diamine (159303-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / DIBALH / toluene; hexane / 1.5 h / 0 °C

2: 70 percent / 4A molecular sieves / toluene / 1.) RT, 1.5 h, 2.) reflux, 21 h

With 4 A molecular sieve; diisobutylaluminium hydride; In hexane; toluene;

DOI:10.1021/ja00149a013

Reference yield:

N,N'-Bis-{(1R,2R,3aS,7aR)-1-[(dimethyl-phenyl-silanyl)-ethynyl]-octahydro-inden-2-yl}-propane-1,3-diamine (159303-35-2) → papuamine (112455-84-2,117065-24-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; 2,2'-azobis(isobutyronitrile); oxygen; tri-n-butyl-tin hydride; Yield given. Multistep reaction; 1.) THF, reflux, 2.) DMF, RT;

DOI:10.1021/ja00100a070

upstream raw materials:

Trimethylenediamine

Downstream raw materials:

papuamine