N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine

Base Information

Chemical Name:N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine
CAS No.:852104-98-4
Molecular Formula:C₁₆H₁₉NO₄
Molecular Weight:289.331
Hs Code.:

Synonyms:N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine

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Chemical Property of N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine

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Technology Process of N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine

There total 4 articles about N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine 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: 72.0%

: 852105-22-7
but-3-ynyl-cyclohex-1-enylethynyl-carbamic acid methyl ester

: 79-22-1
methyl chloroformate

: 852104-98-4
N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine

Guidance literature:: but-3-ynyl-cyclohex-1-enylethynyl-carbamic acid methyl ester; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 2h;

methyl chloroformate; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1021/ja051180l

Reference yield:

: 852104-71-3
N-(methoxycarbonyl)-3-butynylamine

: 852104-98-4
N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: tetrahydrofuran; hexane / 1.5 h / 20 °C

1.3: 84 percent / HCl / tetrahydrofuran; hexane / 1 h / 20 °C

2.1: KHMDS / pyridine; tetrahydrofuran / 0.17 h / 0 °C

2.2: CuI / pyridine; tetrahydrofuran / 0 - 20 °C

2.3: 61 percent / pyridine; tetrahydrofuran; benzene / 20 h / 20 °C

3.1: 89 percent / n-Bu₄NF / tetrahydrofuran / 0.17 h / 0 °C

4.1: LiHMDS / tetrahydrofuran / 2 h / -78 °C

4.2: 72 percent / tetrahydrofuran / 3 h / -78 °C

With n-butyllithium; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; hexane;
DOI:10.1021/ja051180l

Reference yield:

: 852105-21-6
N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-(trimethylsilyl)-3-butynylamine

: 852104-98-4
N-(methoxycarbonyl)-N-[2-(1-cyclohexenyl)-ethynyl]-4-methoxycarbonyl-3-butynylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / n-Bu₄NF / tetrahydrofuran / 0.17 h / 0 °C

2.1: LiHMDS / tetrahydrofuran / 2 h / -78 °C

2.2: 72 percent / tetrahydrofuran / 3 h / -78 °C

With tetrabutyl ammonium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/ja051180l