methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal

Base Information

• Chemical Name: methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal
• CAS No.: 81805-44-9
• Molecular Formula: C₁₈H₁₉NO₈
• Molecular Weight: 377.351
• Mol file: 81805-44-9.mol

Synonyms:methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal

Chemical Property of methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal

There total 3 articles about methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal 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: 100.0%

methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate (81805-43-8) + ethylene glycol (107-21-1) → methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal (81805-44-9)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 24h; Heating;

DOI:10.1016/S0040-4039(01)92370-6

Reference yield:

chloromethyl 5-methyl-2-furyl ketone (81805-55-2) → methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal (81805-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOMe / 1.) DMSO, RT, 10 min, 2.) DMSO, RT, 3 d

2: 97 percent / p-toluenesulfonic acid / benzene / 96 h / Heating

With sodium methylate; toluene-4-sulfonic acid; In benzene;

Reference yield:

methyl 3-hydroxy-4-methyl-2-nitrobenzoate (71788-49-3) → methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate ethylene acetal (81805-44-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOMe / 1.) DMSO, RT, 10 min, 2.) DMSO, RT, 3 d

2: 97 percent / p-toluenesulfonic acid / benzene / 96 h / Heating

With sodium methylate; toluene-4-sulfonic acid; In benzene;

upstream raw materials:

methyl 4-methyl-3-<2-(5-methyl)furoyl>methoxy-2-nitrobenzoate

ethylene glycol

chloromethyl 5-methyl-2-furyl ketone

methyl 3-hydroxy-4-methyl-2-nitrobenzoate

Downstream raw materials:

methyl 2-amino-4-methyl-3-<2-(5-methyl)furoyl>methoxybenzoate ethylene acetal

Refernces

• 1、 Best, Wayne M.,Wege, Dieter. "INTRAMOLECULAR DIELS-ALDER REACTIONS OF BENZYNES APPLICATION TO THE TOTAL SYNTHESIS OF MANSONONE E". . p. 4877 - 4880. Retrieved 2007/10/02.