3(2H)-Oxazoleacetic acid, 2-oxo-4,5-diphenyl-

Base Information

• Chemical Name: 3(2H)-Oxazoleacetic acid, 2-oxo-4,5-diphenyl-
• CAS No.: 40691-13-2
• Molecular Formula: C17H13NO4
• Molecular Weight: 295.295
• DSSTox Substance ID: DTXSID70440116
• Wikidata: Q82256323
• ChEMBL ID: CHEMBL519174
• Mol file: 40691-13-2.mol

Synonyms:3(2H)-Oxazoleacetic acid, 2-oxo-4,5-diphenyl-;2-(2-oxo-4,5-diphenyl-1,3-oxazol-3-yl)acetic Acid;40691-13-2;CHEMBL519174;(2-oxo-4,5-diphenyl-1,3-oxazol-3(2H)-yl)acetic acid;SCHEMBL11389403;DTXSID70440116;ANUZNUZVUXSPIF-UHFFFAOYSA-N;4,5-diphenyl-2-oxo-4-oxazolin-3-ylacetic acid

Chemical Property of 3(2H)-Oxazoleacetic acid, 2-oxo-4,5-diphenyl-

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 295.08445790
• Heavy Atom Count: 22
• Complexity: 473

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(OC(=O)N2CC(=O)O)C3=CC=CC=C3

Technology Process of 3(2H)-Oxazoleacetic acid, 2-oxo-4,5-diphenyl-

There total 2 articles about 3(2H)-Oxazoleacetic acid, 2-oxo-4,5-diphenyl- 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: 85.0%

ethyl 2-(4,5-diphenyl-2-oxo-3H-1,3-oxazol-3-yl)ethanoate (67909-77-7) → 3-(carboxymethyl)-4,5-diphenyl-1-oxazolin-2-one (40691-13-2)

Guidance literature:

ethyl 2-(4,5-diphenyl-2-oxo-3H-1,3-oxazol-3-yl)ethanoate; With potassium hydroxide; In water; for 4h; Reflux;

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1016/j.ejmech.2008.10.039

Reference yield:

4,5-diphenyl-1,3-dioxol-2-one (21240-34-6) + glycine (56-40-6,18875-39-3,25718-94-9) → 3-(carboxymethyl)-4,5-diphenyl-1-oxazolin-2-one (40691-13-2)

Guidance literature:

Multistep reaction; (i) OH, MeOH, (ii) /BRN= 1114120/, DMF, (iii) CF3CO2H;

DOI:10.1021/jo00957a024

Reference yield: 94.0%

allyl bromide (106-95-6) + 3-(carboxymethyl)-4,5-diphenyl-1-oxazolin-2-one (40691-13-2) → 3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one (135875-40-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 1h;

DOI:10.1021/jo00055a013

upstream raw materials:

4,5-diphenyl-1,3-dioxol-2-one

glycine

ethyl 2-(4,5-diphenyl-2-oxo-3H-1,3-oxazol-3-yl)ethanoate

Downstream raw materials:

3-(((allyloxy)carbonyl)methyl)-4,5-diphenyl-1-oxazolin-2-one

ox-glycyl chloride

(3R,4R)-1-<1(R)-(methoxycarbonyl)-2(S)-hydroxypropyl>-3-(2-oxo-4,5-diphenyl-1-oxazolinyl)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one

(3S,4S)-1-<1(R)-(methoxycarbonyl)-2(S)-O-<(tert-butyldimethylsilyl)oxy>propyl>-3-(2-oxo-4,5-diphenyl-1-oxazolinyl)-4-<(S)-2,2-dimethyl-1,3-dioxolan-4-yl>azetidin-2-one