methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate

Base Information

• Chemical Name: methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate
• CAS No.: 376392-70-0
• Molecular Formula: C₁₀H₁₁FN₂O₅
• Molecular Weight: 258.206
• Mol file: 376392-70-0.mol

Synonyms:methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate

Chemical Property of methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate

There total 1 articles about methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate 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:

methyl (2S,3R)-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxy-2-[N-[(trimethylsilylethoxy)carbonyl]amino]propionate → methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate (376392-70-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/jo010482c

Reference yield:

methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate (376392-70-0) → methyl (2S,3R)-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxy-2-(N-methylamino)propionate (912341-89-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O / 1 h / 20 °C

2: 0.204 g / TFA; Et₃SiH / CH₂Cl₂ / 20 °C

With triethylsilane; trifluoroacetic acid; In dichloromethane; water;

DOI:10.1016/j.bmcl.2006.06.071

Reference yield:

methyl (2S,3R)-2-amino-3-hydroxy-[(3-fluoro-4-nitro)phenyl]propionate (376392-70-0) → (2S,3R)-2-[N-(benzyloxy)carbonyl-N-methylamino]-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxypropionic acid (912341-67-4)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂O / 1 h / 20 °C

2: 0.204 g / TFA; Et₃SiH / CH₂Cl₂ / 20 °C

3: 100 percent / NaHCO₃ / dioxane; H₂O / 2 h / 0 - 20 °C

4: AlBr₃; tetrahydrothiophene / CH₂Cl₂ / 1.5 h / 0 °C

With thiophene; triethylsilane; aluminum tri-bromide; sodium hydrogencarbonate; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/j.bmcl.2006.06.071

Downstream raw materials:

(4S,5R)-5-(3-Fluoro-4-nitro-phenyl)-oxazolidine-4-carboxylic acid methyl ester

methyl (2S,3R)-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxy-2-(N-methylamino)propionate

(2S,3R)-2-[N-(benzyloxy)carbonyl-N-methylamino]-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxypropionic acid

methyl (2S,3R)-2-[N-(benzyloxy)carbonyl-N-methylamino]-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxypropionate