1,3-Benzodioxole-5-acetic acid, 2,2-dimethyl-, methyl ester

Base Information

• Chemical Name: 1,3-Benzodioxole-5-acetic acid, 2,2-dimethyl-, methyl ester
• CAS No.: 38515-62-7
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Mol file: 38515-62-7.mol

Synonyms:3,4-(dimethylmethylenedioxy)phenylacetate methyl ester;3,4-(dimethylmethylenedioxy)phenylacetic acid methyl ester;2-(2,2-dimethylbenzo[1,3]dioxol-5-yl)acetic acid methyl ester;1,3-Benzodioxole-5-acetic acid,2,2-dimethyl-,methyl ester;2,2-Dimethyl-1,3-benzodioxole-4-acetic Acid Methyl Ester;

Chemical Property of 1,3-Benzodioxole-5-acetic acid, 2,2-dimethyl-, methyl ester

Chemical Property:

• PSA: 44.76000
• LogP: 1.90940

Purity/Quality:

2,2-Dimethyl-1,3-benzodioxole-4-aceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2,2-Dimethyl-1,3-benzodioxole-4-acetic Acid Methyl Ester is an intermediate in the synthesis of Dopal (D533885), the reactive metabolite of dopamine (D533780), an endogenous catecholamine with α and β-adrenergic activity.

Technology Process of 1,3-Benzodioxole-5-acetic acid, 2,2-dimethyl-, methyl ester

There total 4 articles about 1,3-Benzodioxole-5-acetic acid, 2,2-dimethyl-, methyl 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: 94.0%

3,4-dihydroxyphenylacetate (102-32-9) + 2,2-dimethoxy-propane (77-76-9) → 2-(2,2-dimethylbenzo[1,3]dioxol-5-yl)acetic acid methyl ester (38515-62-7)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 100 ℃; for 24h;

DOI:10.1021/jf203814r

Reference yield: 72.0%

2-(3,4-dihydroxyphenyl)acetic acid methyl ester (25379-88-8) + 2,2-dimethoxy-propane (77-76-9) → 2-(2,2-dimethylbenzo[1,3]dioxol-5-yl)acetic acid methyl ester (38515-62-7)

Guidance literature:

With toluene-4-sulfonic acid; In chloroform; for 8h; Reflux; Darkness; Inert atmosphere;

DOI:10.1039/c1jm12863a

Reference yield:

3,4-dihydroxyphenylacetate (102-32-9) → 2-(2,2-dimethylbenzo[1,3]dioxol-5-yl)acetic acid methyl ester (38515-62-7)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. H₂SO₄ / 2 h / Heating

2: 2.99 g / camphorsulfonic acid / CHCl₃ / 8 h / Heating

With sulfuric acid; camphor-10-sulfonic acid; In chloroform;

DOI:10.1021/jf063353b

upstream raw materials:

2-(3,4-dihydroxyphenyl)acetic acid methyl ester

2,2-dimethoxy-propane

3,4-dihydroxyphenylacetate

(3,4-Dimethoxyphenyl)acetic acid

Downstream raw materials:

(Z)-1-(2-(3,4-dihydroxyphenyl)ethoxy)octadec-9-ene

3-hydroxy-4-methoxyphenethyl alcohol

homovanillyl alcohol

hydroxytyrosol

Refernces

• 1、 -. "BIOISPIRED PROTEASOME ACTIVATORS WITH ANTIAGEING ACTIVITY". Page/Page column 8; 21. . Retrieved 2019/10/01.
• 2、 -. "HYDROXYTYROSOL ETHERS". Paragraph 0086-0088. . Retrieved 2014/01/07.