Methyl delta-(benzoylamino)-gamma-oxobenzenehexanoate

Base Information

• Chemical Name: Methyl delta-(benzoylamino)-gamma-oxobenzenehexanoate
• CAS No.: 77982-73-1
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391
• DSSTox Substance ID: DTXSID101252247

Synonyms:Methyl delta-(benzoylamino)-gamma-oxobenzenehexanoate;SCHEMBL11276525;DTXSID101252247;77982-73-1

Chemical Property of Methyl delta-(benzoylamino)-gamma-oxobenzenehexanoate

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 339.14705815
• Heavy Atom Count: 25
• Complexity: 451

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CCC(=O)C(CC1=CC=CC=C1)NC(=O)C2=CC=CC=C2

Technology Process of Methyl delta-(benzoylamino)-gamma-oxobenzenehexanoate

There total 5 articles about Methyl delta-(benzoylamino)-gamma-oxobenzenehexanoate 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: 84.0%

3,3'-Dimethoxycarbonylpropanoic anhydride (52944-79-3) + N-benzoyl-2-phenylglycine (29670-63-1) → (R,S)-5-benzoylamino-4-oxo-6-phenylhexanoic acid methyl ester (77982-73-1)

Guidance literature:

With pyridine; at 100 - 110 ℃; for 3h;

DOI:10.1055/s-1985-34141

Reference yield: 58.0%

diiodomethane (75-11-6) + (+/-)-methyl 4-(N-benzoyl)amino-3-oxo-5-phenylpentanoate → (R,S)-5-benzoylamino-4-oxo-6-phenylhexanoic acid methyl ester (77982-73-1)

Guidance literature:

diiodomethane; With diethylzinc; In hexane; dichloromethane; at 0 ℃;

(+/-)-methyl 4-(N-benzoyl)amino-3-oxo-5-phenylpentanoate; In tetrahydrofuran; hexane;

DOI:10.1016/S0040-4020(03)00052-8

Reference yield:

2-Phenyl-4-benzyl-4-β-carbomethoxypropionyloxazolone (83084-67-7) → (R,S)-5-benzoylamino-4-oxo-6-phenylhexanoic acid methyl ester (77982-73-1)

Guidance literature:

With pyridine; acetic acid; at 100 ℃; for 1h;

DOI:10.1021/jm00353a005

upstream raw materials:

4-benzyl-2-phenyl-2-oxazolin-5-one

succinic acid monomethylester chloride

2-Phenyl-4-benzyl-4-β-carbomethoxypropionyloxazolone

3,3'-Dimethoxycarbonylpropanoic anhydride

Downstream raw materials:

δ-(benzoylamino)-γ-oxobenzenehexanoic acid

methyl 2-phenyl-4-(phenylmethyl)-5-oxazolepropanoate

methyl 5-amino-4-oxo-6-phenylhexanoate hydrochloride

δ-amino-γ-oxobenzenehexanoic acid hydrochloride

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