(S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide

Base Information

• Chemical Name: (S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide
• CAS No.: 1582763-10-7
• Molecular Formula: C₁₈H₂₅NO₆
• Molecular Weight: 351.4

Synonyms:(S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide

Chemical Property of (S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide

Chemical Property:

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Technology Process of (S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide

There total 1 articles about (S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide 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: 61.0%

dimethyl acetylenedicarboxylate (762-42-5) + N-(1-benzyloxymethyl-2-methyl-propyl)-hydroxylamine (537698-32-1) → (S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide (1582763-10-7)

Guidance literature:

In dichloromethane; at 0 - 20 ℃; for 30h;

DOI:10.1021/ol500483t

Reference yield:

tert-butyl vinyl ether (926-02-3) + (S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide (1582763-10-7) → methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-tert-butoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate (1582763-26-5) + methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-tert-butoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate + methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-tert-butoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate (1582763-27-6)

Guidance literature:

at 80 ℃; for 312h; Overall yield = 83 %; Sealed tube;

DOI:10.1021/ol500483t

Reference yield:

(S,E)-1-(benzyloxy)-N-(1,4-dimethoxy-1,4-dioxobutan-2-ylidene)-3-methylbutan-2-amine oxide (1582763-10-7) + ethyl vinyl ether (109-92-2,25104-37-4) → methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-ethoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate (1582763-24-3) + methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-ethoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate + methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-ethoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate (1582763-25-4)

Guidance literature:

at 80 ℃; for 504h; Overall yield = 93 %; Sealed tube;

DOI:10.1021/ol500483t

upstream raw materials:

dimethyl acetylenedicarboxylate

N-(1-benzyloxymethyl-2-methyl-propyl)-hydroxylamine

Downstream raw materials:

methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-ethoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate

methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-ethoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate

methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-tert-butoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate

methyl 2-((S)-1-(benzyloxy)-3-methylbutan-2-yl)-5-tert-butoxy-3-(2-methoxy-2-oxoethyl)isoxazolidine-3-carboxylate

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