(αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate

Base Information

Chemical Name:(αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate
CAS No.:267001-10-5
Molecular Formula:C₂₃H₂₀FNO₆
Molecular Weight:425.413
Hs Code.:

Synonyms:(αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate

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Chemical Property of (αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate

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Technology Process of (αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate

There total 7 articles about (αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate 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: 52.0%

: 599-04-2
(R)-Pantolacton

: 293731-59-6
(RS)-3-phthalimido-2-(4-fluorophenyl)propanoic acid chloride

: 267001-10-5
(αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate

: 293731-64-3
(αS,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 ℃; for 15h;
DOI:10.1002/1099-0690(200007)2000:13<2459::AID-EJOC2459>3.0.CO;2-D

Reference yield:

: 5332-26-3
N-(bromomethyl)phtalimide

: 267001-10-5
(αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / nBuLi; hexamethyldisilazane / tetrahydrofuran; hexane / 17 h / -78 - 20 °C

2: 92 percent / H₂ / Pd(OH)2/C / ethyl acetate / 20 °C

3: 4-(dimethylamino)pyridine; dicyclohexylcarbodiimide / CH₂Cl₂ / 12 h / 20 °C

With dmap; n-butyllithium; hydrogen; dicyclohexyl-carbodiimide; 1,1,1,3,3,3-hexamethyl-disilazane; palladium dihydroxide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 1: Alkylation / 2: Hydrogenolysis / 3: Esterification;
DOI:10.1002/1099-0690(200007)2000:13<2459::AID-EJOC2459>3.0.CO;2-D

Reference yield:

: 293731-49-4
benzyl 2-(4-fluorophenyl)ethanoate

: 267001-10-5
(αR,3'R)-4',4'-dimethyl-γ-butyrolacton-3'-yl 2-(4-fluorophenyl)-3-phthalimidopropanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / nBuLi; hexamethyldisilazane / tetrahydrofuran; hexane / 17 h / -78 - 20 °C

2: 92 percent / H₂ / Pd(OH)2/C / ethyl acetate / 20 °C

3: 4-(dimethylamino)pyridine; dicyclohexylcarbodiimide / CH₂Cl₂ / 12 h / 20 °C

With dmap; n-butyllithium; hydrogen; dicyclohexyl-carbodiimide; 1,1,1,3,3,3-hexamethyl-disilazane; palladium dihydroxide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 1: Alkylation / 2: Hydrogenolysis / 3: Esterification;
DOI:10.1002/1099-0690(200007)2000:13<2459::AID-EJOC2459>3.0.CO;2-D