2,4-Pentanedione, 3-[(1R)-2-nitro-1-phenylethyl]-

Base Information

• Chemical Name: 2,4-Pentanedione, 3-[(1R)-2-nitro-1-phenylethyl]-
• CAS No.: 189952-21-4
• Molecular Formula: C13H15NO4
• Molecular Weight: 249.266
• DSSTox Substance ID: DTXSID40479155
• Nikkaji Number: J2.134.969K
• Mol file: 189952-21-4.mol

Synonyms:2,4-Pentanedione, 3-[(1R)-2-nitro-1-phenylethyl]-;189952-21-4;SCHEMBL4111632;DTXSID40479155

Chemical Property of 2,4-Pentanedione, 3-[(1R)-2-nitro-1-phenylethyl]-

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 249.10010796
• Heavy Atom Count: 18
• Complexity: 314

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C(C(C[N+](=O)[O-])C1=CC=CC=C1)C(=O)C
• Isomeric SMILES: CC(=O)C([C@@H](C[N+](=O)[O-])C1=CC=CC=C1)C(=O)C

Technology Process of 2,4-Pentanedione, 3-[(1R)-2-nitro-1-phenylethyl]-

There total 3 articles about 2,4-Pentanedione, 3-[(1R)-2-nitro-1-phenylethyl]- 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: 99.0%

(2-nitroethenyl)benzene (102-96-5) + acetylacetone (123-54-6,81235-32-7) → (R)-3-(2-nitro-1-phenylethyl)-pentane-2,4-dione (189952-21-4)

Guidance literature:

With C₃₀H₃₄N₆S₃; In toluene; at 25 ℃; for 48h; enantioselective reaction;

DOI:10.1002/chir.22540

Reference yield: 96.0%

(2-nitroethenyl)benzene (102-96-5) + acetylacetone (123-54-6,81235-32-7) → (R)-3-(2-nitro-1-phenylethyl)-pentane-2,4-dione (189952-21-4) + 3-((S)-2-nitro-1-phenylethyl)pentane-2,4-dione

Guidance literature:

With C₃₁H₃₆N₆OS₃; In toluene; at 25 ℃; for 48h; Reagent/catalyst; Solvent; Temperature; enantioselective reaction;

DOI:10.1002/chir.22540

Reference yield: 87.0%

nitrostyrene (5153-67-3) + acetylacetone (123-54-6,81235-32-7) → (R)-3-(2-nitro-1-phenylethyl)-pentane-2,4-dione (189952-21-4) + 3-((S)-2-nitro-1-phenylethyl)pentane-2,4-dione

Guidance literature:

With 1-[3,5-bis(trifluoromethyl)phenyl]-3-{N-methyl-2-[(S)-8,11-dimethyl-8-aza-2,5-dioxadodecan-10-yl]pyrrolidino[3,4:1,2][60]fullerenyl}thiourea; In neat (no solvent); at 20 ℃; for 4h; Reagent/catalyst; stereoselective reaction;

DOI:10.1002/ejoc.201601640

upstream raw materials:

nitrostyrene

acetylacetone

(2-nitroethenyl)benzene

Downstream raw materials:

Acetic acid (R)-1-acetyl-3-nitro-2-phenyl-propyl ester