2-Methoxy-5-[2-(7-methoxy-1,3-benzodioxol-5-yl)ethenyl]aniline

Base Information

• Chemical Name: 2-Methoxy-5-[2-(7-methoxy-1,3-benzodioxol-5-yl)ethenyl]aniline
• CAS No.: 501033-98-3
• Molecular Formula: C17H17NO4
• Molecular Weight: 299.326
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID90412638
• Mol file: 501033-98-3.mol

Synonyms:2-methoxy-5-[2-(7-methoxy-1,3-benzodioxol-5-yl)ethenyl]aniline;501033-98-3;DTXSID90412638

Chemical Property of 2-Methoxy-5-[2-(7-methoxy-1,3-benzodioxol-5-yl)ethenyl]aniline

Chemical Property:

• PSA: 62.94000
• LogP: 3.76630
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 299.11575802
• Heavy Atom Count: 22
• Complexity: 389

Purity/Quality:

(Z)-2-METHOXY-5-(2-(7-METHOXY-BENZO[D][1,3]DIOXOL-5-YL)VINYL)ANILINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CC2=CC3=C(C(=C2)OC)OCO3)N

Technology Process of 2-Methoxy-5-[2-(7-methoxy-1,3-benzodioxol-5-yl)ethenyl]aniline

There total 4 articles about 2-Methoxy-5-[2-(7-methoxy-1,3-benzodioxol-5-yl)ethenyl]aniline 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: 77.0%

4-Methoxy-6-[(Z)-2-(4-methoxy-3-nitro-phenyl)-vinyl]-benzo[1,3]dioxole (501034-14-6) → 2-Methoxy-5-[(Z)-2-(7-methoxy-benzo[1,3]dioxol-5-yl)-vinyl]-phenylamine (501033-98-3)

Guidance literature:

With acetic acid; zinc; for 1.5h;

DOI:10.1021/jm020204l

Reference yield:

3,4-methylenedioxy-5-methoxybenzyltriphenylphosphonium bromide → 2-Methoxy-5-[(Z)-2-(7-methoxy-benzo[1,3]dioxol-5-yl)-vinyl]-phenylamine (501033-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nBuLi / tetrahydrofuran / 4 h / 20 °C

1.2: 31 percent / tetrahydrofuran / 18 h

2.1: 77 percent / Zn; AcOH / 1.5 h

With n-butyllithium; acetic acid; zinc; In tetrahydrofuran;

DOI:10.1021/jm020204l

Reference yield:

4-methoxy-3-nitrobenzaldehyde (31680-08-7) → 2-Methoxy-5-[(Z)-2-(7-methoxy-benzo[1,3]dioxol-5-yl)-vinyl]-phenylamine (501033-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: nBuLi / tetrahydrofuran / 4 h / 20 °C

1.2: 31 percent / tetrahydrofuran / 18 h

2.1: 77 percent / Zn; AcOH / 1.5 h

With n-butyllithium; acetic acid; zinc; In tetrahydrofuran;

DOI:10.1021/jm020204l

upstream raw materials:

4-Methoxy-6-[(Z)-2-(4-methoxy-3-nitro-phenyl)-vinyl]-benzo[1,3]dioxole

4-methoxy-3-nitrobenzaldehyde

4-Methoxy-6-[(E)-2-(4-methoxy-3-nitro-phenyl)-vinyl]-benzo[1,3]dioxole

Downstream raw materials:

3,4-methylenedioxy-5,4'-dimethoxy-3'-(O-Bu^t-N^α-Fmoc-L-Tyr)amido-Z-stilbene

3,4-methylenedioxy-5,4'-dimethoxy-3'-(S-Trt-N^α-Fmoc-L-Cys)amido-Z-stilbene

3,4-methylenedioxy-5,4'-dimethoxy-3'-(N^α-L-Tyr)-amido-Z-stilbene

3,4-methylenedioxy-5,4'-dimethoxy-3'-(O-tert-butyl-N^α-Z-L-Tyr)-amido-Z-stilbene

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