(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide

Base Information

Chemical Name:(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide
CAS No.:1219003-92-5
Molecular Formula:C₂₀H₂₀N₂O₅
Molecular Weight:368.389
Hs Code.:

Synonyms:(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide

Chemical Property:

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Technology Process of (2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide

There total 7 articles about (2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide 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: 56.0%

: 1219003-92-5
(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide

Guidance literature:

Reference yield:

: 1219004-91-7
(4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-(isoxazol-3-yl)propanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

: 1219003-92-5
(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide

Guidance literature:: With hydroxylamine hydrochloride; lithium methanolate; In methanol; at 25 ℃; for 5h; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.01.140

Reference yield:

: 2567-29-5
p-phenylbenzyl bromide

: 1219003-92-5
(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-3-isoxazol-3-yl-2-methylpropanamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 2 h / -20 - 50 °C / Inert atmosphere

2.1: water; lithium hydroxide / tetrahydrofuran / 18 h / 25 °C / Inert atmosphere

3.1: thionyl chloride / 1 h / 65 °C / Inert atmosphere

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

4.2: 3.5 h / -78 - 25 °C / Inert atmosphere

5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.5 h / -78 °C / Inert atmosphere

5.2: 1 h / -40 °C / Inert atmosphere

5.3: 2 h / -78 - -40 °C / Inert atmosphere

6.1: hydroxylamine hydrochloride; lithium methanolate / methanol / 5 h / 25 °C / Inert atmosphere

With n-butyllithium; thionyl chloride; hydroxylamine hydrochloride; lithium methanolate; water; sodium hydride; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; n-heptane; ethylbenzene; N,N-dimethyl-formamide; mineral oil;
DOI:10.1016/j.bmcl.2012.01.140