4-Oxazolidinecarboxylicacid,5-methyl-2-oxo-,methylester,(4R,5S)-rel-(9CI)

Base Information

• Chemical Name: 4-Oxazolidinecarboxylicacid,5-methyl-2-oxo-,methylester,(4R,5S)-rel-(9CI)
• CAS No.: 256386-82-0
• Molecular Formula: C₆H₉NO₄
• Molecular Weight: 159.142
• Mol file: 256386-82-0.mol

Synonyms:4-Oxazolidinecarboxylicacid,5-methyl-2-oxo-,methylester,(4R,5S)-rel-(9CI)

Chemical Property of 4-Oxazolidinecarboxylicacid,5-methyl-2-oxo-,methylester,(4R,5S)-rel-(9CI)

Chemical Property:

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Technology Process of 4-Oxazolidinecarboxylicacid,5-methyl-2-oxo-,methylester,(4R,5S)-rel-(9CI)

There total 16 articles about 4-Oxazolidinecarboxylicacid,5-methyl-2-oxo-,methylester,(4R,5S)-rel-(9CI) 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: 100.0%

allo-Thr-OMe (3373-59-9,53216-06-1,68331-48-6,79617-28-0,82679-55-8,118525-51-2) + bis(trichloromethyl) carbonate (32315-10-9) → methyl 5-methyl-2-oxazolidinone-4-carboxylate (83791-43-9,153547-44-5,182267-22-7,256386-82-0)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃;

DOI:10.1021/ja045850j

Reference yield: 99.0%

C10H17NO4 → C6H9NO4 (153547-44-5,182267-22-7,256386-82-0)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 40h;

DOI:10.1021/ol991225l

Reference yield: 98.0%

bis(trichloromethyl) carbonate (32315-10-9) + L-threonine methyl ester hydrochloride (39994-75-7) → methyl (4S,5R)-5-methyl-2-carbonyloxazolidine-4-carboxylate (83791-43-9,153547-44-5,182267-22-7,256386-82-0)

Guidance literature:

In tetrahydrofuran; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/ol1006828

upstream raw materials:

methanol

(5R,4S)-5-methyl-2-oxazolidinone-4-carboxylic acid

bis(trichloromethyl) carbonate

L-threonine methyl ester hydrochloride

Downstream raw materials:

N-(tert-butoxycarbonyl)-l-threonine methyl ester

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