N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide

Base Information

Chemical Name:N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide
CAS No.:245342-68-1
Molecular Formula:C₃₀H₃₃NO₆
Molecular Weight:503.595
Hs Code.:

Synonyms:N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide

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Chemical Property of N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide

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Technology Process of N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide

There total 4 articles about N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide 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: 55.0%

: 61699-62-5
diisopropyl squarate

: 245342-64-7
N-benzyl-3-(4-methoxyphenyl)-N-prop-2-ynylacrylamide

: 245342-68-1
N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1021/jo990089v

Reference yield:

: 943-89-5
(E)-3-(4-methoxyphenyl)acrylic acid

: 245342-68-1
N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / NMM; isobutyl chloroformate / CH₂Cl₂ / 2 h / -20 - 20 °C

2: 93 percent / NaH / tetrahydrofuran / 20 °C

3: 55 percent / LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C

With 4-methyl-morpholine; sodium hydride; lithium hexamethyldisilazane; isobutyl chloroformate; In tetrahydrofuran; hexane; dichloromethane; 1: Condensation / 2: Alkylation / 3: Addition;
DOI:10.1021/jo990089v

Reference yield:

: 100-39-0
benzyl bromide

: 245342-68-1
N-benzyl-N-[3-(1-hydroxy-2,3-diisopropoxy-4-oxocyclobut-2-enyl)prop-2-ynyl]-3-(4-methoxyphenyl)acrylamide

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / NaH / tetrahydrofuran / 20 °C

2: 55 percent / LiHMDS / tetrahydrofuran; hexane / 2 h / -78 °C

With sodium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; 1: Alkylation / 2: Addition;
DOI:10.1021/jo990089v