4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl ester

Base Information

• Chemical Name: 4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl ester
• CAS No.: 97998-91-9
• Molecular Formula: C₂₂H₂₄O₄
• Molecular Weight: 352.43
• Mol file: 97998-91-9.mol

Synonyms:4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl ester

Chemical Property of 4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl ester

There total 3 articles about 4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl 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:

1-cyano-5-methoxybenzocyclobutane (1199-31-1) → 4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1(6),2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl ester (97998-91-9)

Guidance literature:

Multi-step reaction with 3 steps

1: LDA / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C

2: KOH / ethanol; H₂O / 100 °C

3: DCC, 4-DMAP / CH₂Cl₂ / Ambient temperature

With dmap; potassium hydroxide; dicyclohexyl-carbodiimide; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water;

DOI:10.1021/ja00306a044

Reference yield:

1-cyano-1,2-dihydro-5-methoxy-1-methylbenzocyclobutene (62562-24-7) → 4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1(6),2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl ester (97998-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / ethanol; H₂O / 100 °C

2: DCC, 4-DMAP / CH₂Cl₂ / Ambient temperature

With dmap; potassium hydroxide; dicyclohexyl-carbodiimide; In ethanol; dichloromethane; water;

DOI:10.1021/ja00306a044

Reference yield:

(E)-4-(benzyloxy)-2-buten-1-ol (80885-30-9,81028-03-7,69152-88-1) + 1,2-dihydro-5-methoxy-1-methylbenzocyclobutene (71644-63-8) → 4-Methoxy-7-methyl-bicyclo[4.2.0]octa-1(6),2,4-triene-7-carboxylic acid (E)-4-benzyloxy-but-2-enyl ester (97998-91-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Yield given; Ambient temperature;

DOI:10.1021/ja00306a044

upstream raw materials:

(E)-4-(benzyloxy)-2-buten-1-ol

1,2-dihydro-5-methoxy-1-methylbenzocyclobutene

1-cyano-5-methoxybenzocyclobutane

1-cyano-1,2-dihydro-5-methoxy-1-methylbenzocyclobutene