Ethyl 2-isopropyl-3-oxo-4-phenylbutanoate

Base Information

• Chemical Name: Ethyl 2-isopropyl-3-oxo-4-phenylbutanoate
• CAS No.: 176519-53-2
• Molecular Formula: C15H20 O3
• Molecular Weight: 248.322
• European Community (EC) Number: 847-407-7
• Nikkaji Number: J1.233.391I
• Mol file: 176519-53-2.mol

Synonyms:176519-53-2;ethyl 3-oxo-4-phenyl-2-(propan-2-yl)butanoate;ETHYL 2-ISOPROPYL-3-OXO-4-PHENYLBUTANOATE;ETHYL 2-(METHYLETHYL)-3-OXO-4-PHENYLBUTYRATE;ethyl 3-oxo-4-phenyl-2-propan-2-ylbutanoate;SCHEMBL1287178;BHA51953;AKOS010952067;CS-0231056;EN300-106831;ETHYL2-ISOPROPYL-3-OXO-4-PHENYLBUTANOATE;A919654;2-Isopropyl-3-oxo-4-phenylbutyric acid ethyl ester;Z839827410;4-Pentynoic acid,3-methyl-2-(1-methylethyl)-,ethyl ester;Benzenebutanoic acid, |A-(1-methylethyl)-|A-oxo-, ethyl ester

Chemical Property of Ethyl 2-isopropyl-3-oxo-4-phenylbutanoate

Chemical Property:

• Boiling Point: 328.2±17.0 °C(Predicted)
• PKA: 12.08±0.46(Predicted)
• PSA: 43.37000
• Density: 1.038±0.06 g/cm3(Predicted)
• LogP: 2.63350
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 248.14124450
• Heavy Atom Count: 18
• Complexity: 278

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-isopropyl-3-oxo-4-phenylbutanoate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(C)C)C(=O)CC1=CC=CC=C1

Technology Process of Ethyl 2-isopropyl-3-oxo-4-phenylbutanoate

There total 9 articles about Ethyl 2-isopropyl-3-oxo-4-phenylbutanoate 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: 100.0%

ethyl 2-bromoisovalerate (609-12-1) + phenylacetonitrile (140-29-4) → ethyl 2-isopropyl-3-oxo-4-phenylbutanoate (176519-53-2)

Guidance literature:

ethyl 2-bromoisovalerate; With zinc; In tetrahydrofuran; for 0.166667h; Reflux;

phenylacetonitrile; In tetrahydrofuran; for 0.5h; Reflux;

DOI:10.1055/s-0035-1559683

Reference yield: 71.3%

ethyl 3-oxo-4-phenylbutyrate (718-08-1) + isopropyl bromide (75-26-3) → ethyl 2-isopropyl-3-oxo-4-phenylbutanoate (176519-53-2)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Temperature; Solvent;

DOI:10.1002/jhet.987

Reference yield:

phenylacetonitrile (140-29-4) → ethyl 2-isopropyl-3-oxo-4-phenylbutanoate (176519-53-2)

Guidance literature:

With thiourea; sodium ethanolate;

upstream raw materials:

ethyl 3-oxo-4-phenylbutyrate

2-iodo-propane

ethyl 2-bromoisovalerate

phenylacetonitrile

Downstream raw materials:

6-benzyl-5-isopropylpyrimidine-2,4(1H,3H)-dione

6-benzyl-1-[(benzyloxy)methyl]-5-isopropylpyrimidine-2,4(1H,3H)-dione

3-amino-6-benzyl-1-(benzyloxymethyl)-5-isopropylpyrimidine-2,4(1H,3H)-dione

6-benzyl-1-(ethoxymethyl)-3-hydroxy-5-isopropylpyrimidine-2,4(1H,3H)-dione

Refernces

• 1、 Li, Li,Ma, Liying,Wang, Xiaowei,Liu, Junyi. "New efficient and flexible synthetic route to Emivirine and its analogs". . p. 164 - 168. Retrieved 2013/04/24.
• 2、 Rao, Zhi-Kun,Long, Jing,Li, Cong,Zhang, Sui-Shuan,He, Mei,Ou, Ling-Cheng,Zheng, Yong-Tang,He, Yan-Ping. "Synthesis and anti-HIV-1 activity of S-dihydro(alkyloxy)benzyloxypyrimidine derivatives". scheme or table. p. 967 - 974. Retrieved 2009/10/16.