1,3-Benzodioxole-5-carboxaldehyde, 4-methoxy-

Base Information

• Chemical Name: 1,3-Benzodioxole-5-carboxaldehyde, 4-methoxy-
• CAS No.: 5779-99-7
• Molecular Formula: C9H8O4
• Molecular Weight: 180.16
• DSSTox Substance ID: DTXSID90436632
• Nikkaji Number: J134.994E
• Mol file: 5779-99-7.mol

Synonyms:5779-99-7;1,3-Benzodioxole-5-carboxaldehyde, 4-methoxy-;4-Methoxybenzo[d][1,3]dioxole-5-carbaldehyde;4-Methoxy-1,3-benzodioxole-5-carbaldehyde;SCHEMBL8488782;DTXSID90436632;OOUVEYDKXFXWDO-UHFFFAOYSA-N;AKOS022505361;2-methoxy-3,4-methylenedioxybenzaldehyde;2-Methoxy-3.4-methylendioxy-benzaldehyd;F70854

Chemical Property of 1,3-Benzodioxole-5-carboxaldehyde, 4-methoxy-

Chemical Property:

• PSA: 44.76000
• LogP: 1.23640
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 180.04225873
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

2-Methoxypiperonal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC2=C1OCO2)C=O
• Uses: 2-Methoxypiperonal is an intermediate in the synthesis of Cotarnine Chloride (C717500), an oxidative degradation product of the drug Noscapine (N882000).

Technology Process of 1,3-Benzodioxole-5-carboxaldehyde, 4-methoxy-

There total 16 articles about 1,3-Benzodioxole-5-carboxaldehyde, 4-methoxy- 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: 98.0%

4-hydroxybenzo[d][1,3]dioxole-5-carbaldehyde (23780-59-8) + dimethyl sulfate (77-78-1) → 4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde (5779-99-7)

Guidance literature:

With potassium carbonate; In acetone; for 4h; Reflux;

DOI:10.1016/j.bmcl.2011.06.068

Reference yield: 96.0%

4-hydroxybenzo[d][1,3]dioxole-5-carbaldehyde (23780-59-8) + methyl iodide (74-88-4) → 4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde (5779-99-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1055/s-0028-1083526

Reference yield: 92.0%

2-Methoxy-3,4-(methylendioxy)benzaldehyde Cyclohexylimine (91129-06-5) → 4-methoxybenzo[d][1,3]dioxole-5-carbaldehyde (5779-99-7)

Guidance literature:

With hydrogenchloride; In dichloromethane; for 6h;

DOI:10.1021/jo00191a037

upstream raw materials:

4-methoxy-benzo[1,3]dioxole

hydrogen cyanide

N,N-dimethyl-formamide

N-methyl-N-phenylformamide

Downstream raw materials:

4-(4-methoxy-benzo[1,3]dioxol-5-ylmethylene)-2-phenyl-4H-oxazol-5-one

2-methoxy-3,4-methylenedioxybenzoic acid

evoxanthine

C₂₆H₂₇NO₈S

Refernces

• 1、 Vshyvenko, Sergey,Scattolon, Jon,Hudlicky, Tomas,Romero, Anntherese E.,Kornienko, Alexander,Ma, Dennis,Tuffley, Ian,Pandey, Siyaram. "Unnatural C-1 homologues of pancratistatin-Synthesis and promising biological activities". . p. 932 - 943. Retrieved 2013/02/22.
• 2、 Anwar, Hany F.,Hansen, Trond Vidar. "First total synthesis of (±)-powelline". scheme or table. p. 2681 - 2683. Retrieved 2009/04/21.