(S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one

Base Information

• Chemical Name: (S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one
• CAS No.: 1185084-30-3
• Molecular Formula: C₂₀H₂₀N₂O₂
• Molecular Weight: 320.391
• Mol file: 1185084-30-3.mol

Synonyms:(S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one

Chemical Property of (S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one

There total 1 articles about (S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one 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: 34.0%

1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one (1185084-02-9) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → (S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one (1185084-30-3) + C25H26N2O2 (1185084-20-1) + C25H26N2O2

Guidance literature:

1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one; With copper(II) bis(trifluoromethanesulfonate); {3aS-[2(3'aR*,8'aS*),3aα,8aα]}-2,2'-(cyclopropylidene)-bis{3a,8a-dihydro-8H-indeno[1,2-d]-oxazole}; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

cyclopenta-1,3-diene; In dichloromethane; at 20 ℃; for 2h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Resolution of racemate;

DOI:10.1021/ol901504p

Reference yield: 34.0%

(S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one (1185084-30-3) + 4-Methoxybenzyl alcohol (105-13-5) → (S)-1-benzyl-5-phenylpyrazolidin-3-one + (4-methoxyphenyl)methyl (2E)-but-2-enoate (923571-42-0)

Guidance literature:

4-Methoxybenzyl alcohol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

(S)-1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; hexane; at 20 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/ol901504p

upstream raw materials:

1-benzyl-2-[(E)-2-butenoyl]-5-phenyl-pyrazolidin-3-one

cyclopenta-1,3-diene

Downstream raw materials:

(4-methoxyphenyl)methyl (2E)-but-2-enoate