2-Propenoic acid,3-(7-methoxy-1,3-benzodioxol-5-yl)-, (2E)-

Base Information

• Chemical Name: 2-Propenoic acid,3-(7-methoxy-1,3-benzodioxol-5-yl)-, (2E)-
• CAS No.: 41514-66-3
• Molecular Formula: C11H10 O5
• Molecular Weight: 222.197
• Mol file: 41514-66-3.mol

Synonyms:2-Propenoicacid, 3-(7-methoxy-1,3-benzodioxol-5-yl)-, (E)-;3-Methoxy-4,5-methylenedioxy-trans-cinnamic acid; Equisetan

Chemical Property of 2-Propenoic acid,3-(7-methoxy-1,3-benzodioxol-5-yl)-, (2E)-

Chemical Property:

• PSA: 64.99000
• LogP: 1.52170

Purity/Quality:

3,4-Methylenedioxy-5-methoxycinnamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propenoic acid,3-(7-methoxy-1,3-benzodioxol-5-yl)-, (2E)-

There total 5 articles about 2-Propenoic acid,3-(7-methoxy-1,3-benzodioxol-5-yl)-, (2E)- 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: 80.0%

malonic acid (141-82-2) + 3-methoxy-4,5-methylenedioxybenzaldehyde (5780-07-4) → (E)-3-(7-methoxybenzo[d][1,3]dioxol-5-yl)acrylic acid (41514-66-3,871898-08-7)

Guidance literature:

With piperidine; pyridine; for 4h; Reflux;

DOI:10.1016/j.ejmech.2015.03.056

Reference yield: 74.0%

diethoxyphosphoryl-acetic acid ethyl ester (867-13-0) + 3-methoxy-4,5-methylenedioxybenzaldehyde (5780-07-4) → 5'-methoxy-3',4'-methylenedioxy cinnamic acid (41514-66-3,871898-08-7)

Guidance literature:

diethoxyphosphoryl-acetic acid ethyl ester; With lithium hydroxide; In tetrahydrofuran; at 70 ℃; for 1h; Inert atmosphere;

3-methoxy-4,5-methylenedioxybenzaldehyde; In tetrahydrofuran; at 70 ℃; for 10.5h; Inert atmosphere;

Reference yield:

3-methoxy-4,5-methylenedioxybenzaldehyde (5780-07-4) → 5'-methoxy-3',4'-methylenedioxy cinnamic acid (41514-66-3,871898-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / benzene / 16 h / 70 °C

2: NaOH / 0.33 h / Heating

With sodium hydroxide; In benzene; 1: Horner-Wittig olefination;

DOI:10.1139/cjc-79-11-1546

upstream raw materials:

ethyl acetate

(E)-3-(7-Methoxy-benzo[1,3]dioxol-5-yl)-acrylic acid ethyl ester

3-methoxy-4,5-methylenedioxybenzaldehyde

diethoxyphosphoryl-acetic acid ethyl ester

Downstream raw materials:

N-isobutyl 5'-methoxy-3',4'-methylenedioxycinnamamide

(E)-1,3-Diethyl-8-(3-methoxy-4,5-methylenedioxystyryl)xanthine

(3(2S),4R)-4-(diphenylmethyl)-3-[bis-(3',4'-methylenedioxy-5'-methoxyphenyl)-methyl]-(4-oxo-butyric acid tert-butyl ester)-2-oxazolidinone

(4R)-4-(diphenylmethyl)-3-[3-(3,3-bis-3',4'-methylenedioxy-5'-methoxyphenyl)-propanoyl]-2-oxazolidinone

Refernces

• 1、 Liu, Sheng,Li, Yubin,Wei, Wanxing,Wang, Kuiwu,Wang, Lisheng,Wang, Jianyi. "Design, synthesis, molecular docking studies and anti-HBV activity of phenylpropanoid derivatives". . p. 1 - 9. Retrieved 2016/04/05.
• 2、 -. "SUBSTITUTED CINNAMAMIDE DERIVATIVE, PREPARATION METHOD AND USE THEREOF". Paragraph 0086-0087. . Retrieved 2014/05/20.