Butanedioic acid, (phenylmethyl)-, 4-(1,1-dimethylethyl) ester

Base Information

• Chemical Name: Butanedioic acid, (phenylmethyl)-, 4-(1,1-dimethylethyl) ester
• CAS No.: 100334-75-6
• Molecular Formula: C15H20O4
• Molecular Weight: 264.321
• Mol file: 100334-75-6.mol

Synonyms:

Chemical Property of Butanedioic acid, (phenylmethyl)-, 4-(1,1-dimethylethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Butanedioic acid, (phenylmethyl)-, 4-(1,1-dimethylethyl) ester

There total 4 articles about Butanedioic acid, (phenylmethyl)-, 4-(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: 88.0%

2-benzylbutanedioic acid 1-ethyl 4-tert-butyl diester (100334-74-5) → 2-benzylbutanedioic acid 4-tert-butyl ester (100334-75-6)

Guidance literature:

With potassium hydroxide; In ethanol; for 4.2h;

DOI:10.1021/jo00356a036

Reference yield:

(3R)-3-benzyldihydrofuran-2,5-dione + ethyl acetate n-hexane → 2-benzylbutanedioic acid 4-tert-butyl ester (100334-75-6)

Guidance literature:

With dmap; In formic acid; tert-butyl alcohol;

Reference yield:

ethyl dihydrocinnamate (2021-28-5) → 2-benzylbutanedioic acid 4-tert-butyl ester (100334-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-butyllithium, diisopropylamine / 1.) THF, hexane, -78 deg C, 7 min, 2.) THF, hexane, 0 deg C, 15 min

2: 88 percent / aq. KOH / ethanol / 4.2 h

With potassium hydroxide; n-butyllithium; diisopropylamine; In ethanol;

DOI:10.1021/jo00356a036

upstream raw materials:

2-benzylbutanedioic acid 1-ethyl 4-tert-butyl diester

ethyl dihydrocinnamate

t-butyl iodoacetate

Downstream raw materials:

(E)-3-Benzyl-6-dimethylamino-5-methyl-4-oxo-hex-5-enoic acid tert-butyl ester

3-benzyl-4,5-dioxohexanoic acid tert-butyl ester

3-benzyl-4-oxohexanoic acid tert-butyl ester

3-benzyl-4,5-dioxohexanoic acid

Refernces

• 1、 Conrow, Raymond,Portoghese, Philip S.. "Efficient Preparation of Polyfunctional α-Diketones from Carboxylic Acids". . p. 938 - 940. Retrieved 2007/10/02.