methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate

Base Information

• Chemical Name: methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate
• CAS No.: 1613033-21-8
• Molecular Formula: C₂₇H₂₉NO₄
• Molecular Weight: 431.532
• Mol file: 1613033-21-8.mol

Synonyms:methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate

Chemical Property of methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate

There total 5 articles about methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate 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:

methanol (67-56-1) + C26H27NO4 → methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate (1613033-21-8)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 15.5h;

DOI:10.1016/j.bmc.2014.04.059

Reference yield:

2-(2-benzyloxybenzylidene)succinic acid (1613033-20-7) → methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate (1613033-21-8)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic anhydride / dichloromethane / 1.5 h / 60 °C

2: dichloromethane / 5 h / 0 - 20 °C

3: thionyl chloride / 15.5 h / 0 - 20 °C

With thionyl chloride; acetic anhydride; In dichloromethane;

DOI:10.1016/j.bmc.2014.04.059

Reference yield:

2-(phenylmethoxy)benzaldehyde (5896-17-3) → methyl 2-(2-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate (1613033-21-8)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium hydroxide / dimethyl sulfoxide / 15 h / 80 °C

2: sodium hydroxide; water / dimethyl sulfoxide / 5 h / 120 °C

3: acetic anhydride / dichloromethane / 1.5 h / 60 °C

4: dichloromethane / 5 h / 0 - 20 °C

5: thionyl chloride / 15.5 h / 0 - 20 °C

With thionyl chloride; water; acetic anhydride; potassium hydroxide; sodium hydroxide; In dichloromethane; dimethyl sulfoxide;

DOI:10.1016/j.bmc.2014.04.059

upstream raw materials:

2-(phenylmethoxy)benzaldehyde

2-(2-benzyloxybenzylidene)succinic acid

methanol

Downstream raw materials:

methyl 2-(2-bromoethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoate

(2S)-2-(2-¹⁸fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

(2R)-2-(2-¹⁸fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

methyl 2-(2-hydroxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoate