(R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]-oxathiazolidine-5-carboxylic acid methyl ester

Base Information

• Chemical Name: (R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]-oxathiazolidine-5-carboxylic acid methyl ester
• CAS No.: 1022223-81-9
• Molecular Formula: C₅H₉NO₅S
• Molecular Weight: 195.196

Synonyms:(R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]-oxathiazolidine-5-carboxylic acid methyl ester

Chemical Property of (R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]-oxathiazolidine-5-carboxylic acid methyl ester

Chemical Property:

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Technology Process of (R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]-oxathiazolidine-5-carboxylic acid methyl ester

There total 2 articles about (R)-5-methyl-2,2-dioxo-2λ⁶-[1,2,3]-oxathiazolidine-5-carboxylic 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: 37.0%

benzylamine (100-46-9) + dimethyl (R)-5-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazolidine-3,5-dicarboxylate (706819-25-2) → (R)-5-methyl-2,2-dioxo-2λ6-[1,2,3]-oxathiazolidine-5-carboxylic acid methyl ester (1022223-81-9) + (S)-2-hydroxy-3-methoxycarbonylamino-2-methylpropanoic acid methyl ester (1300738-66-2) + (S)-3-methoxycarbonylamino-2-methyl-2-(benzylamino)propanoic acid methyl ester

Guidance literature:

In N,N-dimethyl-formamide; for 0.5h; chemoselective reaction; Reflux;

DOI:10.1002/chem.201204392

Reference yield:

dimethyl (R)-5-methyl-2,2-dioxo-2λ6-[1,2,3]oxathiazolidine-3,5-dicarboxylate (706819-25-2) → (R)-5-methyl-2,2-dioxo-2λ6-[1,2,3]-oxathiazolidine-5-carboxylic acid methyl ester (1022223-81-9) + methyl α-(methoxycarbonylaminomethyl)acrylate (127022-47-3)

Guidance literature:

With triethylamine; for 2h; Reflux;

DOI:10.1002/chem.201204392

Reference yield: 99.0%

(R)-5-methyl-2,2-dioxo-2λ6-[1,2,3]-oxathiazolidine-5-carboxylic acid methyl ester (1022223-81-9) + benzyl bromide (100-39-0) → (R)-3-benzyl-5-methyl-2,2-dioxo-2?6-[1,2,3]oxathiazolidine-5-carboxylic acid methyl ester

Guidance literature:

With caesium carbonate; In diethyl ether; at 20 ℃; for 24h; chemoselective reaction;

DOI:10.1002/chem.201204392

upstream raw materials:

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

benzylamine

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