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

Base Information

• Chemical Name: methyl (2S,3R)-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxy-2-(N-methylamino)propionate
• CAS No.: 912341-89-0
• Molecular Formula: C₁₁H₁₃FN₂O₅
• Molecular Weight: 272.233
• Mol file: 912341-89-0.mol

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

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

Chemical Property:

Purity/Quality:

99.00% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of methyl (2S,3R)-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxy-2-(N-methylamino)propionate

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

(4S,5R)-5-(3-Fluoro-4-nitro-phenyl)-oxazolidine-4-carboxylic acid methyl ester (912341-88-9) → methyl (2S,3R)-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxy-2-(N-methylamino)propionate (912341-89-0)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃;

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) → 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: 100.0%

methyl (2S,3R)-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxy-2-(N-methylamino)propionate (912341-89-0) + benzyl chloroformate (501-53-1,94274-21-2) → methyl (2S,3R)-2-[N-(benzyloxy)carbonyl-N-methylamino]-3-[(3-fluoro-4-nitro)phenyl]-3-hydroxypropionate (912341-72-1)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2006.06.071

upstream raw materials:

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

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

Downstream raw materials:

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

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

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