ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate

Base Information

Chemical Name:ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate
CAS No.:468067-23-4
Molecular Formula:C₂₂H₃₀N₄O₅
Molecular Weight:430.504
Hs Code.:

Synonyms:ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate

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Chemical Property of ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate

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Technology Process of ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate

There total 7 articles about ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate 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:

: 468068-34-0
(3R)-6-cyclohexyl-3-{3-[4-(ethoxycarbonyl)-2-pyridinyl]-1,2,4-oxadiazol-5-yl}hexanoic acid

: 468067-23-4
ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate

Guidance literature:: (3R)-6-cyclohexyl-3-{3-[4-(ethoxycarbonyl)-2-pyridinyl]-1,2,4-oxadiazol-5-yl}hexanoic acid; With triethylamine; isobutyl chloroformate; In tetrahydrofuran; at 0 ℃; for 1h;

With O-Trimethylsilylhydroxylamine; In tetrahydrofuran; at 20 ℃;

With methanol; In tetrahydrofuran; for 1.5h; Further stages.;
DOI:10.1021/jm061010z

Reference yield:

: 468068-11-3
ethyl 2-[amino(hydroxyimino)methyl]isonicotinate

: 468067-23-4
ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,1-carbonyldiimidazole / CH₂Cl₂ / 20 °C

2.1: 18.9 g / xylene / Heating

3.1: 4.6 g / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

4.1: iso-butylchloroformate; Et₃N / tetrahydrofuran / 1 h / 0 °C

4.2: O-trimethylsilyl hydroxylamine / tetrahydrofuran / 20 °C

4.3: 0.44 g / MeOH / tetrahydrofuran / 1.5 h

With triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/jm061010z

Reference yield:

: C₂₆H₃₉N₃O₆

: 468067-23-4
ethyl 2-(5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazol-3-yl)isonicotinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 18.9 g / xylene / Heating

2.1: 4.6 g / trifluoroacetic acid / CH₂Cl₂ / 2 h / 20 °C

3.1: iso-butylchloroformate; Et₃N / tetrahydrofuran / 1 h / 0 °C

3.2: O-trimethylsilyl hydroxylamine / tetrahydrofuran / 20 °C

3.3: 0.44 g / MeOH / tetrahydrofuran / 1.5 h

With triethylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; xylene;
DOI:10.1021/jm061010z