2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ⁴-isoxazoline

Base Information

• Chemical Name: 2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ⁴-isoxazoline
• CAS No.: 134390-29-7
• Molecular Formula: C₂₂H₂₃N₃O₈S
• Molecular Weight: 489.506

Synonyms:2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ⁴-isoxazoline

Chemical Property of 2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ⁴-isoxazoline

Chemical Property:

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Technology Process of 2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ⁴-isoxazoline

There total 2 articles about 2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ⁴-isoxazoline 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: 90.0%

(Z)-N-benzylidene-2-methylpropan-2-amine oxide (3376-24-7,52392-70-8,85225-53-2,68315-30-0) + methyl 2-<(2-nitrophenyl)sulfinyl>-2,3-butadienoate (134390-15-1) → 2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ4-isoxazoline (134390-29-7)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/jo00013a033

Reference yield:

methyl 4-hydroxy-2-butynoate (31555-05-2) → 2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ4-isoxazoline (134390-29-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / triethylamine / CH₂Cl₂ / 0.17 h / -95 °C

2: 90 percent / CH₂Cl₂ / 0.5 h / 0 °C

With triethylamine; In dichloromethane;

DOI:10.1021/jo00013a033

Reference yield: 74.0%

2-tert-butyl-4-carbomethoxy-5-<<(2,4-dinitrophenyl)sulfenyloxy>methyl>-3-phenyl-Δ4-isoxazoline (134390-29-7) → 2-tert-butyl-4-carbomethoxy-5-(hydroxymethyl)-3-phenyl-Δ4-isoxazoline (134390-30-0)

Guidance literature:

With phosphorous acid trimethyl ester; In methanol; at 60 ℃; for 20h;

DOI:10.1021/jo00013a033

upstream raw materials:

(Z)-N-benzylidene-2-methylpropan-2-amine oxide

methyl 2-<(2-nitrophenyl)sulfinyl>-2,3-butadienoate

methyl 4-hydroxy-2-butynoate

Downstream raw materials:

2-tert-butyl-4-carbomethoxy-5-(hydroxymethyl)-3-phenyl-Δ⁴-isoxazoline

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