2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide

Base Information

• Chemical Name: 2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide
• CAS No.: 95070-25-0
• Molecular Formula: C₁₈H₁₈N₂O₃
• Molecular Weight: 310.353
• Mol file: 95070-25-0.mol

Synonyms:2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide

Chemical Property of 2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide

There total 7 articles about 2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide 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: 94.0%

N-(phenylacetyl)-O-mesyl-L-serine O-benzylhydroxamate (95070-21-6) → 2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide (95070-25-0)

Guidance literature:

With potassium hydrogencarbonate; In various solvent(s); Heating;

DOI:10.1021/jo00207a045

Reference yield: 63.0%

O-benzyl-α-N-(phenylacetyl)-L-serine hydroxamate (75624-33-8) + triphenylphosphine (603-35-0) + diethylazodicarboxylate (1972-28-7,218603-74-8) → diethyl hydrazodicarboxylate (4114-28-7) + 2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide (95070-25-0) + 1-(benzyloxy)-3-((phenylacetyl)amino)-2-azetidinone (75624-37-2) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

In tetrahydrofuran; Product distribution; other base (Et₃N), solvent (CCl₄); no cyclization products without base; a series of O-alkylhydroxamic acid investigated under similar conditions; possible mechanism discussed;

DOI:10.1021/ja00543a021

Reference yield: 20.0%

O-benzyl-α-N-(phenylacetyl)-L-serine hydroxamate (75624-33-8) → 2-Benzyl-4,5-dihydro-oxazole-4-carboxylic acid benzyloxy-amide (95070-25-0) + 1-(benzyloxy)-3-((phenylacetyl)amino)-2-azetidinone (75624-37-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/ja00543a021

upstream raw materials:

O-benzyl-α-N-(phenylacetyl)-L-serine hydroxamate

N-(phenylacetyl)-O-mesyl-L-serine O-benzylhydroxamate

triphenylphosphine

diethylazodicarboxylate