3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione

Base Information

Chemical Name:3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione
CAS No.:360556-33-8
Molecular Formula:C₂₃H₂₅FN₂O₃
Molecular Weight:396.462
Hs Code.:

Synonyms:3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione

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Technology Process of 3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione

There total 9 articles about 3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione 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: 63.0%

: 360556-32-7
3S-isobutyl-4-p-methoxybenzyl-5S-[(p-fluorophenyl)-1R-hydroxymethyl]piperazine-2,6-dione

: 360556-33-8
3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione

Guidance literature:: With dmap; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jo015665d

Reference yield:

: 179678-71-8
(S)-1-Hydroxy-3-isobutyl-4-(4-methoxy-benzyl)-piperazine-2,6-dione

: 360556-33-8
3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: 54 g / DIPEA / CH₂Cl₂ / 2 h / -40 °C

2.1: LHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 °C

2.2: 67.5 percent / 2 h

3.1: conc. H₂SO₄; conc. HCl / methanol; H₂O / 96 h / 20 °C

4.1: 150 mg / TiCl₃ / 16 h

5.1: 63 percent / DIPEA; MsCl; DMAP / CH₂Cl₂

With hydrogenchloride; dmap; titanium(III) chloride; sulfuric acid; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1021/jo015665d

Reference yield:

: 162715-72-2
N-p-methoxybenzyl-N-carboxymethyl-(S)-leucine methyl ester

: 360556-33-8
3S-isobutyl-4-p-methoxybenzyl-5-Z-p-fluorobenzylidenepiperazine-2,6-dione

Guidance literature:: Multi-step reaction with 8 steps

1.1: TEA; DCC / CH₂Cl₂ / 20 h / 20 °C

2.1: hydroxylamine / ethanol; tetrahydrofuran / 3 h / 20 °C / pH 6.0

3.1: ethanol; H₂O / Heating

4.1: 54 g / DIPEA / CH₂Cl₂ / 2 h / -40 °C

5.1: LHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 3 h / -78 °C

5.2: 67.5 percent / 2 h

6.1: conc. H₂SO₄; conc. HCl / methanol; H₂O / 96 h / 20 °C

7.1: 150 mg / TiCl₃ / 16 h

8.1: 63 percent / DIPEA; MsCl; DMAP / CH₂Cl₂

With hydrogenchloride; dmap; titanium(III) chloride; TEA; sulfuric acid; hydroxylamine; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water;
DOI:10.1021/jo015665d