(S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline

Base Information

• Chemical Name: (S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline
• CAS No.: 1299490-85-9
• Molecular Formula: C₁₅H₂₀N₂O₂
• Molecular Weight: 260.336
• Mol file: 1299490-85-9.mol

Synonyms:(S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline

Chemical Property of (S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline

There total 6 articles about (S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline 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: 97.0%

N-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazole (1299491-18-1) → (S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline (1299490-85-9)

Guidance literature:

With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); (R,R)-(S,S)-PhTRAP; hydrogen; triethylamine; In ethyl acetate; at 80 ℃; for 24h; under 38002.6 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;

DOI:10.1021/ja201543h

Reference yield:

N-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazole (1299491-18-1) → (R)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline (1299490-86-0) + (S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline (1299490-85-9)

Guidance literature:

With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); rac-(R,R)-(S,S)-PhTRAP; hydrogen; triethylamine; In ethyl acetate; at 80 ℃; for 24h; under 38002.6 Torr; optical yield given as %ee; Autoclave;

DOI:10.1021/ja201543h

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-1-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazoline (1299490-85-9)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / N,N-dimethyl-formamide / 2 h

2: [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); (R,R)-(S,S)-PhTRAP; hydrogen; triethylamine / ethyl acetate / 24 h / 80 °C / 38002.6 Torr / Autoclave

With dmap; [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); (R,R)-(S,S)-PhTRAP; hydrogen; triethylamine; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja201543h

upstream raw materials:

N-(tert-butoxycarbonyl)-4-methyl-2-phenylimidazole

di-tert-butyl dicarbonate

4-methyl-2-phenyl-1H-imidazole

Downstream raw materials:

((S)-2-aminopropyl)carbamic acid tert-butyl ester

N-(2-amino-1-methylethyl)benzamide

N-[2-{N-(tert-butoxycarbonyl)amino}-1-methylethyl]benzamide

(S)-1,2-bis(N-benzoylamino)propane