methyl (S)-2-(methoxycarbonylaminomethyl)-2-(4'-nitrobenzoyloxy)propanoate

Base Information

• Chemical Name: methyl (S)-2-(methoxycarbonylaminomethyl)-2-(4'-nitrobenzoyloxy)propanoate
• CAS No.: 706819-28-5
• Molecular Formula: C₁₄H₁₆N₂O₈
• Molecular Weight: 340.29
• Mol file: 706819-28-5.mol

Synonyms:methyl (S)-2-(methoxycarbonylaminomethyl)-2-(4'-nitrobenzoyloxy)propanoate

Chemical Property of methyl (S)-2-(methoxycarbonylaminomethyl)-2-(4'-nitrobenzoyloxy)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of methyl (S)-2-(methoxycarbonylaminomethyl)-2-(4'-nitrobenzoyloxy)propanoate

There total 2 articles about methyl (S)-2-(methoxycarbonylaminomethyl)-2-(4'-nitrobenzoyloxy)propanoate 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: 99.0%

4-nitro-benzoic acid (62-23-7) + dimethyl (R)-5-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazolidine-3,5-dicarboxylate (706819-25-2) → methyl (S)-2-(methoxycarbonylaminomethyl)-2-(4'-nitrobenzoyloxy)propanoate (706819-28-5)

Guidance literature:

4-nitro-benzoic acid; dimethyl (R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazolidine-3,5-dicarboxylate; With cesium fluoride; In N,N-dimethyl-formamide; at 50 ℃;

With sulfuric acid; In dichloromethane; N,N-dimethyl-formamide; at 25 ℃; for 12h;

DOI:10.1039/b400282b

Reference yield:

methyl (R)-5-(methoxymethylcarbamoyl)-5-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazolidine-3-carboxylate (706819-24-1) → methyl (S)-2-(methoxycarbonylaminomethyl)-2-(4'-nitrobenzoyloxy)propanoate (706819-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 97 percent / TfOH / methanol / 3 h / 60 °C

2.1: CsF / dimethylformamide / 50 °C

2.2: 99 percent / aq. H₂SO₄ / dimethylformamide; CH₂Cl₂ / 12 h / 25 °C

With trifluorormethanesulfonic acid; cesium fluoride; In methanol; N,N-dimethyl-formamide;

DOI:10.1039/b400282b

upstream raw materials:

4-nitro-benzoic acid

dimethyl (R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazolidine-3,5-dicarboxylate

methyl (R)-5-(methoxymethylcarbamoyl)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]oxathiazolidine-3-carboxylate