(4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole

Base Information

• Chemical Name: (4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole
• CAS No.: 701208-97-1
• Molecular Formula: C₂₆H₃₁N₃O₃
• Molecular Weight: 433.55
• Mol file: 701208-97-1.mol

Synonyms:(4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole

Chemical Property of (4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole

There total 6 articles about (4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole 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: 94.0%

1-benzyl-2-crotonoyl-5,5-dimethyl-3-pyrazolidinone (1092570-21-2) + mesitylenecarbonitrile oxide (2904-57-6) → (4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole (701208-97-1)

Guidance literature:

With nickel(II) perchlorate hexahydrate; (R)-N,N'-bis[4-(3,5-xylyl)-2-quinolylmethylene]-1,1'-binaphthyl-2,2'-diamine; In dichloromethane; at 20 ℃; for 39h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo802392c

Reference yield: 84.0%

mesitylenecarbonitrile oxide (2904-57-6) + 1-benzyl-2-[(E)-2-butenoyl]-5,5-dimethyl-pyrazolidin-3-one (365456-25-3) → (4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole (701208-97-1)

Guidance literature:

With 4 A molecular sieve; chiral amino indanol derivative; magnesium iodide; In dichloromethane; at 20 ℃; for 2.5h;

DOI:10.1021/ja0318636

Reference yield:

benzyl bromide (100-39-0) → (4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-4-methyl-3-[(2,4,6-trimethyl)phenyl]-4,5-dihydroisoxazole (701208-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 90 percent / K₂CO₃; NaI / butan-2-one / Heating

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

2.2: 94 percent / tetrahydrofuran / -78 °C

3.1: 84 percent / MgI₂; chiral amino indanol derivative; 4A molecular sieves / CH₂Cl₂ / 2.5 h / 20 °C

With n-butyllithium; 4 A molecular sieve; chiral amino indanol derivative; potassium carbonate; sodium iodide; magnesium iodide; In tetrahydrofuran; dichloromethane; butanone;

DOI:10.1021/ja0318636

upstream raw materials:

mesitylenecarbonitrile oxide

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

benzyl bromide

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