(E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester

Base Information

• Chemical Name: (E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester
• CAS No.: 223561-11-3
• Molecular Formula: C₁₆H₁₉NO₄
• Molecular Weight: 289.331
• Mol file: 223561-11-3.mol

Synonyms:(E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester

Chemical Property of (E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester

There total 3 articles about (E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic 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:

Cinnamyl acetate (21040-45-9) + methyl 2-acetamido-3-oxobutanoate (98432-01-0) → (E)-(S)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester + (E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester (223561-11-3)

Guidance literature:

With bis(η3-allyl-μ-chloropalladium(II)); potassium tert-butylate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In toluene; at -30 ℃; for 2h; Yield given; Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja9900104

Reference yield:

C10H17NO5 (124576-57-4) → (E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester (223561-11-3)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / dioxane

2: NEt₃

3: (S,R_p)-c-[-C(CH2Ph)CH2N(Ph)PH(O)N(CH2Ph)-]; KOAc; BSA / (η³-C3H5PdCl)2 / toluene / 12 h / 4 °C

With hydrogenchloride; benzenesulfonamide; potassium acetate; triethylamine; bis(η3-allyl-μ-chloropalladium(II)); In 1,4-dioxane; toluene;

DOI:10.1016/j.tetlet.2007.07.020

Reference yield:

2-amino-3-oxo-butyric acid methyl ester (68277-01-0) → (E)-(R)-2-Acetyl-2-acetylamino-5-phenyl-pent-4-enoic acid methyl ester (223561-11-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NEt₃

2: (S,R_p)-c-[-C(CH2Ph)CH2N(Ph)PH(O)N(CH2Ph)-]; KOAc; BSA / (η³-C3H5PdCl)2 / toluene / 12 h / 4 °C

With benzenesulfonamide; potassium acetate; triethylamine; bis(η3-allyl-μ-chloropalladium(II)); In toluene;

DOI:10.1016/j.tetlet.2007.07.020

upstream raw materials:

Cinnamyl acetate

methyl 2-acetamido-3-oxobutanoate

C₁₀H₁₇NO₅

2-amino-3-oxo-butyric acid methyl ester