(2S)-1-(3-mesitylpropanoyl)-2-methylazepane

Base Information

• Chemical Name: (2S)-1-(3-mesitylpropanoyl)-2-methylazepane
• CAS No.: 1346682-02-7
• Molecular Formula: C₁₉H₂₉NO
• Molecular Weight: 287.445
• Mol file: 1346682-02-7.mol

Synonyms:

Chemical Property of (2S)-1-(3-mesitylpropanoyl)-2-methylazepane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-1-(3-mesitylpropanoyl)-2-methylazepane

There total 2 articles about (2S)-1-(3-mesitylpropanoyl)-2-methylazepane 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:

(±)-2-methyl-azepane (7496-99-3) + C15H20O2 → (2R)-1-(3-mesitylpropanoyl)-2-methylazepane + (2S)-1-(3-mesitylpropanoyl)-2-methylazepane (1346682-02-7) + C7H15N + 2-(R)-methylhexahydroazepine

Guidance literature:

With 2-(2,4,6-trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c] [1,2,4]triazol-4-ylium perchlorate; (4aR,9aS)-6-bromo-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one; potassium carbonate; In Isopropyl acetate; at 23 ℃; for 24h; Resolution of racemate;

DOI:10.1039/c2cc34907h

Reference yield:

(±)-2-methyl-azepane (7496-99-3) + (1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one (1346681-71-7) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl (2R)-2-methylazepane-1-carboxylate (1346682-01-6) + benzyl (2S)-2-methylazepane-1-carboxylate + (2R)-1-(3-mesitylpropanoyl)-2-methylazepane + (2S)-1-(3-mesitylpropanoyl)-2-methylazepane (1346682-02-7)

Guidance literature:

(±)-2-methyl-azepane; (1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one; With 2-(2,4,6-trimethyl-phenyl)-2,5,6,7-tetrahydro-pyrrolo[2,1-c] [1,2,4]triazol-4-ylium perchlorate; (4aR,9aS)-4-hydroxy-4,4a,9,9a-tetrahydroindeno[2,1-b][1,4]oxazin-3(2H)-one; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 23 ℃; for 18h; Inert atmosphere;

benzyl chloroformate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ja209472h

upstream raw materials:

(±)-2-methyl-azepane

(1E)-4-hydroxy-1-mesityl-4-methylpent-1-en-3-one

benzyl chloroformate

Refernces

• 1、 Binanzer, Michael,Hsieh, Sheng-Ying,Bode, Jeffrey W.. "Catalytic kinetic resolution of cyclic secondary amines". supporting information; experimental part. p. 19698 - 19701. Retrieved 2012/01/13.