(4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-3-(p-methoxyphenyl)-4-methyl-4,5-dihydroisoxazole

Base Information

Chemical Name:(4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-3-(p-methoxyphenyl)-4-methyl-4,5-dihydroisoxazole
CAS No.:701209-14-5
Molecular Formula:C₂₄H₂₇N₃O₄
Molecular Weight:421.496
Hs Code.:

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

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

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

There total 5 articles about (4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-3-(p-methoxyphenyl)-4-methyl-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: 97.0%

: 1092570-21-2
1-benzyl-2-crotonoyl-5,5-dimethyl-3-pyrazolidinone

: 38435-51-7
N-hydroxy-4-methoxy-benzenecarboximidoyl chloride

: 701209-14-5
(4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-3-(p-methoxyphenyl)-4-methyl-4,5-dihydroisoxazole

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; Molecular sieve;
DOI:10.1021/jo802392c

Reference yield:

: 365456-25-3
1-benzyl-2-[(E)-2-butenoyl]-5,5-dimethyl-pyrazolidin-3-one

: 15500-73-9
4-methoxybenzonitrile oxide

: 701209-14-5
(4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-3-(p-methoxyphenyl)-4-methyl-4,5-dihydroisoxazole

: 1-benzyl-2-[4',5'-trans-dihydro-5-methyl-3-(4-methoxyphenyl)-isoxazol-4-yl]-5,5-dimethylpyrazolidine-3-one

Guidance literature:: With 4 A molecular sieve; chiral amino indanol derivative; magnesium iodide; In dichloromethane; at 20 ℃; for 10.5h;
DOI:10.1021/ja0318636

Reference yield:

: 100-39-0
benzyl bromide

: 701209-14-5
(4S,5S)-5-[(1-benzyl-5,5-dimethyl-3-oxo-2-pyrazolidinyl)carbonyl]-3-(p-methoxyphenyl)-4-methyl-4,5-dihydroisoxazole

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: MgI₂; chiral amino indanol derivative; 4A molecular sieves / CH₂Cl₂ / 10.5 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