(3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine

Base Information

Chemical Name:(3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine
CAS No.:1428654-93-6
Molecular Formula:C₁₆H₁₈N₆O₅
Molecular Weight:374.356
Hs Code.:

Synonyms:(3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine

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Chemical Property of (3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine

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Technology Process of (3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine

There total 4 articles about (3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine 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: 79.0%

: 937-31-5
(4-Nitrophenyl)acetylene

: 1428654-91-4
(3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-(azidomethyl)isoxazolidine

: 1428654-93-6
(3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine

Guidance literature:: With copper(l) iodide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 110 ℃; for 0.25h; Microwave irradiation; Sealed tube;
DOI:10.1016/j.tetlet.2013.01.125

Reference yield: 34.0%

: 1428654-85-6
(1S,2S,2'S,3'aS,5R)-2'-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]-2-isopropyl-5,5'-dimethyl-3',3'a-dihydro-2'H-spiro[cyclohexane-1,6'-imidazo[1,5-b]isoxazol]-4'(5'H)-one

: 108-24-7
acetic anhydride

: 1428654-93-6
(3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine

Guidance literature:: With sulfuric acid; In acetic acid; at 55 ℃; for 6h;
DOI:10.1016/j.tetlet.2013.01.125

Reference yield:

: 1428655-00-8
(1S,2S,2'S,3'aS,5R)-2'-(azidomethyl)-2-isopropyl-5,5'-dimethyl-3',3'a-dihydro-2'H-spiro[cyclohexane-1,6'-imidazo[1,5-b]isoxazol]-4'(5'H)-one

: 1428654-93-6
(3S,5S)-N-acetyl-3-(N-methylcarbamoyl)-5-[4-(4-nitrophenyl)[1,2,3]triazol-1-ylmethyl]isoxazolidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: acetic acid / 0.17 h / 50 °C

1.2: 10 h / 50 °C

2.1: copper(l) iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 110 °C / Microwave irradiation; Sealed tube

With copper(l) iodide; acetic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2013.01.125