3-Pyrazolidinone, 5,5-dimethyl-2-[[(3R,4R,5S)-5-methyl-2,3-diphenyl-4-isoxazolidinyl]carb onyl]-1-(phenylmethyl)-

Base Information

• Chemical Name: 3-Pyrazolidinone, 5,5-dimethyl-2-[[(3R,4R,5S)-5-methyl-2,3-diphenyl-4-isoxazolidinyl]carb onyl]-1-(phenylmethyl)-
• CAS No.: 657395-91-0
• Molecular Formula: C29H31N3O3
• Molecular Weight: 469.583
• Mol file: 657395-91-0.mol

Synonyms:

Chemical Property of 3-Pyrazolidinone, 5,5-dimethyl-2-[[(3R,4R,5S)-5-methyl-2,3-diphenyl-4-isoxazolidinyl]carb onyl]-1-(phenylmethyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Pyrazolidinone, 5,5-dimethyl-2-[[(3R,4R,5S)-5-methyl-2,3-diphenyl-4-isoxazolidinyl]carb onyl]-1-(phenylmethyl)-

There total 4 articles about 3-Pyrazolidinone, 5,5-dimethyl-2-[[(3R,4R,5S)-5-methyl-2,3-diphenyl-4-isoxazolidinyl]carb onyl]-1-(phenylmethyl)- 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: 85.0%

C,N-diphenylnitrone (201024-81-9) + 1-benzyl-2-[(E)-2-butenoyl]-5,5-dimethyl-pyrazolidin-3-one (365456-25-3) → (3',4'-cis;4',5'-trans) 1-benzyl-5,5-dimethyl-2-{[(5'-methyl-2',3'-diphenyl)isoxazolidin-4'-yl]-carbonyl}-pyrazolidin-3-one (657395-91-0) + 1-Benzyl-5,5-dimethyl-2-((3R,4S,5R)-5-methyl-2,3-diphenyl-isoxazolidine-4-carbonyl)-pyrazolidin-3-one + (3',4'-trans;4',5'-trans) 1-benzyl-5,5-dimethyl-2-{[(5'-methyl-2',3'-diphenyl)isoxazolidin-4'-yl]-carbonyl}-pyrazolidin-3-one

Guidance literature:

With chiral bisoxazoline; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 20 ℃; for 24h;

DOI:10.1021/ja039087p

Reference yield:

ethyl 3-methylbut-2-enoate (638-10-8) → (3',4'-cis;4',5'-trans) 1-benzyl-5,5-dimethyl-2-{[(5'-methyl-2',3'-diphenyl)isoxazolidin-4'-yl]-carbonyl}-pyrazolidin-3-one (657395-91-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hydrazine hydrate / methanol / Heating

2.1: 90 percent / K₂CO₃; NaI / butan-2-one / Heating

3.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

3.2: 94 percent / tetrahydrofuran / -78 °C

4.1: 85 percent / Cu(OTf)2; chiral bisoxazoline / CH₂Cl₂ / 24 h / 20 °C

With n-butyllithium; chiral bisoxazoline; copper(II) bis(trifluoromethanesulfonate); potassium carbonate; hydrazine hydrate; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; butanone;

DOI:10.1021/ja039087p

Reference yield:

1-benzyl-5,5-dimethyl-pyrazolidin-3-one (131391-08-7) → (3',4'-cis;4',5'-trans) 1-benzyl-5,5-dimethyl-2-{[(5'-methyl-2',3'-diphenyl)isoxazolidin-4'-yl]-carbonyl}-pyrazolidin-3-one (657395-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran / 0.5 h / -78 °C

1.2: 94 percent / tetrahydrofuran / -78 °C

2.1: 85 percent / Cu(OTf)2; chiral bisoxazoline / CH₂Cl₂ / 24 h / 20 °C

With n-butyllithium; chiral bisoxazoline; copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja039087p

upstream raw materials:

C,N-diphenylnitrone

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

ethyl 3-methylbut-2-enoate

1-benzyl-5,5-dimethyl-pyrazolidin-3-one