BETA-OXO-BENZENEPENTANOIC ACID 1,1-DIMETHYLETHYL ESTER

Base Information

• Chemical Name: BETA-OXO-BENZENEPENTANOIC ACID 1,1-DIMETHYLETHYL ESTER
• CAS No.: 95679-57-5
• Molecular Formula: C15H20O3
• Molecular Weight: 248.322
• Mol file: 95679-57-5.mol

Synonyms:tert-butyl 5-phenyl-3-oxopentanoate;3-Oxo-5-phenyl-pentanoic acid tert-butyl ester;

Chemical Property of BETA-OXO-BENZENEPENTANOIC ACID 1,1-DIMETHYLETHYL ESTER

Chemical Property:

• PSA: 43.37000
• LogP: 2.92010

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BETA-OXO-BENZENEPENTANOIC ACID 1,1-DIMETHYLETHYL ESTER

There total 6 articles about BETA-OXO-BENZENEPENTANOIC ACID 1,1-DIMETHYLETHYL ESTER 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: 68.0%

cycl-isopropylidene malonate (2033-24-1) + hydrocinnamic acid chloride (645-45-4) + tert-butyl alcohol (75-65-0) → tert-butyl 5-phenyl-3-oxopentanoate (95679-57-5)

Guidance literature:

cycl-isopropylidene malonate; With pyridine; In dichloromethane; at 0 - 20 ℃; for 0.5h;

hydrocinnamic acid chloride; In dichloromethane; at 0 - 20 ℃;

tert-butyl alcohol; for 5h; Reflux;

DOI:10.1021/acs.orglett.1c02744

Reference yield: 63.0%

tert-butyl 5-phenyl-3λ5-penta-2,3-dienoate → tert-butyl 5-phenyl-3-oxopentanoate (95679-57-5)

Guidance literature:

With Oxone; In water; N,N-dimethyl-formamide; at 80 ℃; Green chemistry;

DOI:10.1016/j.tetlet.2015.05.120

Reference yield: 57.0%

tert-butyl acetoacetate (1694-31-1) + benzyl bromide (100-39-0) → tert-butyl 5-phenyl-3-oxopentanoate (95679-57-5)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 16h;

DOI:10.1021/jo034966f

upstream raw materials:

lithium tert-butyl acetate

3-Phenylpropionic acid

tert-butyl acetoacetate

benzyl bromide

Downstream raw materials:

2-(3-Phenyl-propionyl)-succinic acid 1-tert-butyl ester 4-ethyl ester

(1R,5S,8R)-tert-butyl 8-benzyl-7-hydroxy-2-(4-methylphenylsulfonyl)-2-azabicyclo[3.3.1]non-6-ene-6-carboxylate

C₂₇H₃₃NO₅S

Refernces

• 1、 Yi, Yu-Ping,Zheng, Yan,Nie, Jing,Ma, Jun-An. "Oxone-promoted hydration of electron-deficient allenic esters and ketones into 1,3-dicarbonyl compounds". . p. 4523 - 4526. Retrieved 2015/06/30.
• 2、 Langer, Peter,Bellur, Esen. "Chemoselective, Regioselective, and E/Z-Diastereoselective Synthesis of 2-Alkylidenetetrahydrofurans by Sequential Reactions of Ambident Dianions and Monoanions". . p. 9742 - 9746. Retrieved 2007/10/03.