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

Base Information

Chemical Name:2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid
CAS No.:1613033-30-9
Molecular Formula:C₂₁H₂₈FNO₄
Molecular Weight:377.456
Hs Code.:

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

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Chemical Property of 2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

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Technology Process of 2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

There total 9 articles about 2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid 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:

: 1613033-28-5
2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

: 1613033-30-9
2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

: 1613033-32-1
2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

Guidance literature:: With trifluoroacetic acid; In methanol; acetonitrile; Resolution of racemate;
DOI:10.1016/j.bmc.2014.04.059

Reference yield:

: 1613033-22-9
methyl 2-(3-benzyloxybenzylidene)-4-oxo-4-(cis-3a,4,7,7a-tetrahydroisoindolin-2-yl)butanoate

: 1613033-30-9
2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

: 1613033-32-1
2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

2: caesium carbonate / N,N-dimethyl-formamide / 13 h / 60 °C

3: sodium hydroxide; water / 1,4-dioxane / 50 °C

4: trifluoroacetic acid / methanol; acetonitrile / Resolution of racemate

With palladium 10% on activated carbon; water; hydrogen; caesium carbonate; trifluoroacetic acid; sodium hydroxide; In 1,4-dioxane; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2014.04.059

Reference yield:

: 1700-37-4
3-Benzyloxybenzaldehyde

: 1613033-30-9
2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

: 1613033-32-1
2-(3-fluoroethyloxybenzyl)-4-(cis-3a,4,5,6,7,7a-hexahydroisoindolin-2-yl)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 9 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

6: palladium 10% on activated carbon; hydrogen / methanol / 760.05 Torr

7: caesium carbonate / N,N-dimethyl-formamide / 13 h / 60 °C

8: sodium hydroxide; water / 1,4-dioxane / 50 °C

9: trifluoroacetic acid / methanol; acetonitrile / Resolution of racemate

With thionyl chloride; palladium 10% on activated carbon; water; hydrogen; acetic anhydride; caesium carbonate; trifluoroacetic acid; potassium hydroxide; sodium hydroxide; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2014.04.059