(R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester

Base Information

• Chemical Name: (R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester
• CAS No.: 72457-74-0
• Molecular Formula: C₂₁H₂₈N₂O₃
• Molecular Weight: 356.465
• Mol file: 72457-74-0.mol

Synonyms:(R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester

Chemical Property of (R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester

There total 1 articles about (R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester 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:

1-amino-2-phenyl-aziridinium acetate (32822-19-8) + methyl 4-(3-methoxy-1-methyl-(E,Z)-2-propenyl)-2-oxocyclohexane-1-carboxylate (72457-76-2,73522-44-8,73522-45-9) → (R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester (72457-74-0)

Guidance literature:

In dichloromethane; at 0 ℃; for 10h; Yield given;

DOI:10.1021/ja00522a056

Reference yield:

(R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester (72457-74-0) → (S)-4-((E)-(S)-3-Methoxy-1-methyl-allyl)-cyclohex-2-enecarboxylic acid methyl ester

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 6h;

DOI:10.1021/ja00522a056

Reference yield:

(R)-4-((E)-(R)-3-Methoxy-1-methyl-allyl)-2-[(E)-2-phenyl-aziridin-1-ylimino]-cyclohexanecarboxylic acid methyl ester (72457-74-0) → 3-(methyl-4-carboxyl-3-cyclohexenyl)butanoic acid (72457-75-1,123376-80-7)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium diisopropylamide / tetrahydrofuran / 6 h / 0 °C

2: MeONa / methanol / 3 h / Ambient temperature

3: 1.) 8 N H₂SO₄, 2.) Jones reagent / 1.) acetone, 0 deg C, 4 h, 2.) 0 deg C, 30 min

With jones reagent; sulfuric acid; sodium methylate; lithium diisopropyl amide; In tetrahydrofuran; methanol;

DOI:10.1021/ja00522a056

upstream raw materials:

1-amino-2-phenyl-aziridinium acetate

methyl 4-(3-methoxy-1-methyl-(E,Z)-2-propenyl)-2-oxocyclohexane-1-carboxylate

Downstream raw materials:

3-(methyl-4-carboxyl-3-cyclohexenyl)butanoic acid

(S)-4-((R)-2-Chlorocarbonyl-1-methyl-ethyl)-cyclohex-1-enecarboxylic acid methyl ester

methyl 4-(3-methoxy-1-methyl-(E,Z)-2-propenyl)-1-cyclohexene-1-carboxylate