ethyl (4R,5S)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate

Base Information

• Chemical Name: ethyl (4R,5S)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate
• CAS No.: 1309576-38-2
• Molecular Formula: C₂₂H₂₁NO₅
• Molecular Weight: 379.412
• Mol file: 1309576-38-2.mol

Synonyms:ethyl (4R,5S)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate

Chemical Property of ethyl (4R,5S)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl (4R,5S)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate

There total 2 articles about ethyl (4R,5S)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate 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: 90.0%

2-phenyl-4-methyl-4H-oxazolin-5-one (51127-13-0,71963-72-9,87480-74-8,13302-43-7) + (E)-ethyl-2-oxo-4-phenylbut-3-enoate (17451-20-6,55674-14-1,55629-96-4) → ethyl (4R,5S)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate (1309576-38-2)

Guidance literature:

With C₃₀H₃₀N₂O₂; In diethyl ether; at 20 ℃; for 4h; optical yield given as %ee; enantioselective reaction;

DOI:10.1016/j.tet.2011.03.069

Reference yield:

2-phenyl-4-methyl-4H-oxazolin-5-one (51127-13-0,71963-72-9,87480-74-8,13302-43-7) + (E)-ethyl-2-oxo-4-phenylbut-3-enoate (17451-20-6,55674-14-1,55629-96-4) → ethyl (4R,5S)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate (1309576-38-2) + ethyl (4S,5R)-5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate (1273332-14-1) + ethyl 5-(benzamido)-5,6-dihydro-5-methyl-6-oxo-4-phenyl-4H-pyran-2-carboxylate

Guidance literature:

With (C₁₀H₅)2(C₆H₃(C₆H₃(C₄H₉)2)2)2(CH₂NH)2CNCH₃; In diethyl ether; at -60 - 20 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201003015

upstream raw materials:

2-phenyl-4-methyl-4H-oxazolin-5-one

(E)-ethyl-2-oxo-4-phenylbut-3-enoate