methyl 2-bromo-3-phenylpropionate

Base Information

• Chemical Name: methyl 2-bromo-3-phenylpropionate
• CAS No.: 70288-60-7
• Molecular Formula: C₁₀H₁₁BrO₂
• Molecular Weight: 243.1
• Mol file: 70288-60-7.mol

Synonyms:

Chemical Property of methyl 2-bromo-3-phenylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-bromo-3-phenylpropionate

There total 15 articles about methyl 2-bromo-3-phenylpropionate 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: 95.0%

3-phenylpropanoic acid methyl ester (103-25-3) → methyl 2-bromo-3-phenylpropionate (70288-60-7,73136-26-2,124916-61-6,3196-22-3)

Guidance literature:

3-phenylpropanoic acid methyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

With bromine; In tetrahydrofuran; at -78 - 20 ℃; for 4h;

DOI:10.1021/jo030264e

Reference yield: 92.0%

methanol (67-56-1) + 3-phenyl-propenal (104-55-2) → methyl 2-bromo-3-phenylpropionate (70288-60-7,73136-26-2,124916-61-6,3196-22-3)

Guidance literature:

3-phenyl-propenal; With trimethylsilyl cyanide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

With bromine; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

methanol; In tetrahydrofuran; at 0 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1021/ol403415z

Reference yield: 88.0%

methanol (67-56-1) + Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) → methyl 2-bromo-3-phenylpropionate (70288-60-7,73136-26-2,124916-61-6,3196-22-3)

Guidance literature:

Phenylalanine; With bromic acid; potassium bromide; sodium nitrite; In water; at -10 - 20 ℃;

methanol; With bromic acid; In water; at 65 ℃; for 48h;

upstream raw materials:

methanol

2-bromo-3-phenylpropanoic acid

2-bromo-3-phenylpropionyl chloride

acrylic acid methyl ester

Downstream raw materials:

2-morpholin-4-yl-3-phenyl-propionic acid methyl ester

2-(Benzylidenamino)-3-phenylpropansaeure-methylester-N-oxid

α-Phenoxyhydrozimtsaeuremethylester

Methyl α-nitro-β-phenylpropionate

Refernces

• 1、 Nett, Nathalie,Duewel, Sabine,Schmermund, Luca,Benary, Gerrit E.,Ranaghan, Kara,Mulholland, Adrian,Opperman, Diederik J.,Hoebenreich, Sabrina. "A robust and stereocomplementary panel of ene-reductase variants for gram-scale asymmetric hydrogenation". . . Retrieved 2021/01/25.
• 2、 Zhu, Qiongqiong,Meng, Beibei,Gu, Congzheng,Xu, Ye,Chen, Jie,Lei, Chuanhu,Wu, Xiaoyu. "Diastereo- And Enantioselective Synthesis of Quaternary α-Amino Acid Precursors by Copper-Catalyzed Propargylation". supporting information. p. 9985 - 9989. Retrieved 2019/12/24.