N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester

Base Information

• Chemical Name: N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester
• CAS No.: 126181-19-9
• Molecular Formula: C₂₄H₂₄N₂O₆
• Molecular Weight: 436.464

Synonyms:N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester

Chemical Property of N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester

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Technology Process of N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester

There total 2 articles about N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester 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: 98.0%

t-butoxalyl chloride (39061-59-1) + 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-phenyl-propionimidic acid methyl ester → N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester (126181-19-9)

Guidance literature:

With triethylamine; at 0 ℃;

DOI:10.1016/S0040-4039(00)99405-X

Reference yield:

N,N-phthaloyl-DL-phenylalanine-nitrile (97788-81-3) → N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester (126181-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / 0 °C

2: 98 percent / triethylamine / 0 °C

With hydrogenchloride; triethylamine;

DOI:10.1016/S0040-4039(00)99405-X

Reference yield: 65.0%

N-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylidene]-oxalamic acid tert-butyl ester (126181-19-9) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → (E)-2-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylideneamino]-but-2-enedioic acid 1-tert-butyl ester 4-methyl ester (126181-23-5) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

In toluene; for 12h; Heating;

DOI:10.1016/S0040-4039(00)99405-X

upstream raw materials:

t-butoxalyl chloride

N,N-phthaloyl-DL-phenylalanine-nitrile

Downstream raw materials:

(E)-2-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylideneamino]-but-2-enedioic acid 1-tert-butyl ester 4-methyl ester

Triphenylphosphine oxide

(E)-2-[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-methoxy-3-phenyl-prop-(Z)-ylideneamino]-3-phenyl-acrylic acid tert-butyl ester

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