4-Benzyl-2-methyl-1,3-oxazol-5(4h)-one

Base Information

• Chemical Name: 4-Benzyl-2-methyl-1,3-oxazol-5(4h)-one
• CAS No.: 5469-44-3
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• NSC Number: 25332
• DSSTox Substance ID: DTXSID20282280
• Mol file: 5469-44-3.mol

Synonyms:4-benzyl-2-methyloxazol-5(4H)-one;5469-44-3;4-benzyl-2-methyl-1,3-oxazol-5(4h)-one;NSC25332;SCHEMBL10973500;2-methyl-4-benzyloxazolin-5-one;DTXSID20282280;NSC-25332

Chemical Property of 4-Benzyl-2-methyl-1,3-oxazol-5(4h)-one

Chemical Property:

• Density: 1.19g/cm³
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(C(=O)O1)CC2=CC=CC=C2

Technology Process of 4-Benzyl-2-methyl-1,3-oxazol-5(4h)-one

There total 12 articles about 4-Benzyl-2-methyl-1,3-oxazol-5(4h)-one 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: 96.0%

(R,S)-N-acetyl phenylalanine (2901-75-9) → 2-methyl-4-benzyl-4H-oxazolin-5-one (5469-44-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1002/anie.201509863

Reference yield: 72.0%

Phenylalanine (150-30-1,25191-15-5,658-69-5,67675-33-6) + acetic anhydride (108-24-7) → 2-methyl-4-benzyl-4H-oxazolin-5-one (5469-44-3)

Guidance literature:

for 0.25h; Heating;

DOI:10.1021/jo00164a009

Reference yield:

(Z)-4-benzylidene-2-methyl-5(4H)-oxazolone (38879-46-8) → 2-methyl-4-benzyl-4H-oxazolin-5-one (5469-44-3)

Guidance literature:

With hydrogen; triethylamine; palladium dichloride; In 1,2-dimethoxyethane;

DOI:10.1007/BF00960334

upstream raw materials:

Phenylalanine

acetic anhydride

(R,S)-N-acetyl phenylalanine

4-benzylidene-2-methyl-2-oxazolin-5-one

Downstream raw materials:

(RS)-2-(5-methyl-1-tetrazolyl)-3-phenylpropionic acid

N-acetyl-L-phenylalanine N-hydroxysuccinimide ester

Ac-D-Phe-OSu

SS-acetylphenylalanine α-phenylethylamide

Refernces

• 1、 Kim, Yongju,Kim, Jonghoon,Park, Seung Bum. "Regioselective synthesis of tetrasubstituted pyrroles by 1,3-dipolar cycloaddition and spontaneous decarboxylation". supporting information; experimental part. p. 17 - 20. Retrieved 2009/08/07.
• 2、 Lyubeznova, M. R.,Karpeiskaya, E. I.,Klabunovskii, E. I.. "ASYMMETRIC SYNTHESIS OF AMINO ACIDS VIA THE CATALYTIC REDUCTION OF ACYLAMINOACRYLIC ACID AZLACTONE DERIVATIVES. 24. REDUCTIVE AMINOLYSIS OF 2-METHYL-4-BENZYLIDENE-Δ2-OXAZOLIN-5-ONE UPON TREATMENT WITH A CATALYTIC SYSTEM BASED ON S-PHENYLALANINE DERIVATIVES". . p. 720 - 726. Retrieved 2007/10/02.