trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester

Base Information

• Chemical Name: trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester
• CAS No.: 942049-14-1
• Molecular Formula: C₁₁H₉NO₅
• Molecular Weight: 235.196
• Mol file: 942049-14-1.mol

Synonyms:trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester

Chemical Property of trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester

There total 1 articles about trans-4-(2-nitrophenyl)-4-oxo-but-2-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: 65.0%

methanol (67-56-1) + 2-acetylnitrobenzene (577-59-3) + Glyoxilic acid (298-12-4) → trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester (942049-14-1)

Guidance literature:

With sulfuric acid; In toluene; for 36h; Heating;

DOI:10.3390/11080641

Reference yield: 100.0%

trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester (942049-14-1) + ethyl 2-amino-4-phenyl-(2S)-butyrate (46460-23-5) → (2S)-2-[1'-(methoxycarbonyl)-3'-(2''-nitrophenyl)-3'-oxoprop-1'-ylamino]-4-phenylbutyric acid ethyl ester

Guidance literature:

With triethylamine; In ethanol; at 20 ℃; for 12h;

DOI:10.3390/11080641

Reference yield:

trans-4-(2-nitrophenyl)-4-oxo-but-2-enoic acid methyl ester (942049-14-1) → (2S,3'S)-2-(2'-oxo-2',3',4',5'-tetrahydro-1H-benzo[b]azepin-3'-ylamino)-4-phenylbutyric acid ethyl ester (367909-45-3,86499-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / Et₃N / ethanol / 12 h / 20 °C

2.1: H₂; HCl / Pd-C / tetrahydrofuran / 40 h / 40 °C / 7757.22 Torr

2.2: acetic acid / toluene / 24 h / Heating

With hydrogenchloride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1.1: Michael addition;

DOI:10.3390/11080641

upstream raw materials:

methanol

2-acetylnitrobenzene

Glyoxilic acid

Downstream raw materials:

(2S,3'S)-2-(2'-oxo-2',3',4',5'-tetrahydro-1H-benzo[b]azepin-3'-ylamino)-4-phenylbutyric acid ethyl ester

Refernces