Bicyclo[2.2.1]heptan-2-amine, 1,7,7-trimethyl-N-(phenylmethyl)-, (1R-endo)-

Base Information

• Chemical Name: Bicyclo[2.2.1]heptan-2-amine, 1,7,7-trimethyl-N-(phenylmethyl)-, (1R-endo)-
• CAS No.: 142508-10-9
• Molecular Formula: C₁₇H₂₅N
• Molecular Weight: 243.392
• DSSTox Substance ID: DTXSID301142743
• Mol file: 142508-10-9.mol

Synonyms:DTXSID301142743;Bicyclo[2.2.1]heptan-2-amine, 1,7,7-trimethyl-N-(phenylmethyl)-, (1R-endo)-;142508-10-9

Chemical Property of Bicyclo[2.2.1]heptan-2-amine, 1,7,7-trimethyl-N-(phenylmethyl)-, (1R-endo)-

Chemical Property:

• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 243.198699802
• Heavy Atom Count: 18
• Complexity: 303

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C2CCC1(C(C2)NCC3=CC=CC=C3)C)C
• Isomeric SMILES: C[C@@]12CC[C@@H](C1(C)C)C[C@@H]2NCC3=CC=CC=C3

Technology Process of Bicyclo[2.2.1]heptan-2-amine, 1,7,7-trimethyl-N-(phenylmethyl)-, (1R-endo)-

There total 7 articles about Bicyclo[2.2.1]heptan-2-amine, 1,7,7-trimethyl-N-(phenylmethyl)-, (1R-endo)- 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: 88.0%

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (464-49-3,68546-28-1) + benzylamine (100-46-9) → benzyl-((1R)-bornyl)-amine (142508-10-9)

Guidance literature:

With titanium(IV) isopropylate; polymethylhydrosiloxane; In tetrahydrofuran; at 20 ℃; for 5.5h;

Reference yield:

Benzyl-[1,7,7-trimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine (145771-06-8) → Benzyl-((1S,2R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine (93810-65-2,142508-10-9) + Benzyl-((1R,2S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine (93810-65-2,142508-10-9)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; at -30 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield:

Benzyl-[1,7,7-trimethyl-bicyclo[2.2.1]hept-(2E)-ylidene]-amine (145771-06-8) → Benzyl-((1S,2R)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine (93810-65-2,142508-10-9) + Benzyl-((1R,2S)-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-amine (93810-65-2,142508-10-9)

Guidance literature:

With sodium tetrahydroborate; nickel dichloride; In methanol; at -30 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

upstream raw materials:

benzyl chloride

(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

benzylamine

N-(benzyl)-(D)-camphorimine