(Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester

Base Information

• Chemical Name: (Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester
• CAS No.: 77416-51-4
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391
• Mol file: 77416-51-4.mol

Synonyms:(Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester

Chemical Property of (Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester

There total 8 articles about (Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl 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: 74.0%

ethyl (Z)-α-N-benzyloxycarbonyl-α,β-didehydrophenylalaninate (50685-13-7) + methyl iodide (74-88-4) → (Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester (77416-51-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 24h;

DOI:10.1021/jo00326a012

Reference yield: 61.0%

N-<(Carbobenzyl)oxy>-ΔE-phenylalanine Ethyl Ester (50685-12-6) + methyl iodide (74-88-4) → (Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester (77416-51-4) + (E)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester (77416-50-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 24h; Title compound not separated from byproducts;

DOI:10.1021/jo00326a012

Reference yield:

2-[1-phenyl-(Z)-methylidene]malonic acid monoethyl ester (24302-10-1) → (Z)-2-(Benzyloxycarbonyl-methyl-amino)-3-phenyl-acrylic acid ethyl ester (77416-51-4)

Guidance literature:

Multi-step reaction with 5 steps

1: diisopropylethylamine, ethyl chloroformate / acetone / 0.5 h / -5 °C

2: NaN₃ / acetone; H₂O / 0.5 h / 5 °C

3: toluene / 0.08 h / 100 °C / 1.)100 deg C, 5 min, 2.) ice bath

4: HCl; ethyl acetate / 1 h

5: 74 percent / K₂CO₃ / dimethylformamide / 24 h

With sodium azide; chloroformic acid ethyl ester; potassium carbonate; N-ethyl-N,N-diisopropylamine; In hydrogenchloride; water; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;

DOI:10.1021/jo00326a012

upstream raw materials:

N-<(Carbobenzyl)oxy>-Δ^E-phenylalanine Ethyl Ester

methyl iodide

ethyl (Z)-α-N-benzyloxycarbonyl-α,β-didehydrophenylalaninate

2-[1-phenyl-(Z)-methylidene]malonic acid monoethyl ester