(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-phenylpropanamide

Base Information

Chemical Name:(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-phenylpropanamide
CAS No.:1219003-72-1
Molecular Formula:C₂₃H₂₃NO₄
Molecular Weight:377.44
Hs Code.:

Synonyms:(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-phenylpropanamide

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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-2-methyl-3-phenylpropanamide

Chemical Property:

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Technology Process of (2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-phenylpropanamide

There total 6 articles about (2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-phenylpropanamide 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: 36.0%

: 1219003-72-1
(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-phenylpropanamide

Guidance literature:

Reference yield:

: 1219004-70-2
(4S)-3-[(2S,3S)-2-(biphenyl-4-ylmethoxy)-3-hydroxy-2-methyl-3-phenylpropanoyl]-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one

: 1219003-72-1
(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-phenylpropanamide

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:

: 1219004-57-5
methyl (2S)-2-(biphenyl-4-ylmethoxy)propanoate

: 1219003-72-1
(2S,3S)-2-(biphenyl-4-ylmethoxy)-N,3-dihydroxy-2-methyl-3-phenylpropanamide

Guidance literature:: Multi-step reaction with 5 steps

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

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

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

3.2: 3.5 h / -78 - 25 °C / Inert atmosphere

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

4.2: 1 h / -40 °C / Inert atmosphere

4.3: 2 h / -78 - -40 °C / Inert atmosphere

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

With n-butyllithium; thionyl chloride; hydroxylamine hydrochloride; lithium methanolate; water; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; n-heptane; ethylbenzene;
DOI:10.1016/j.bmcl.2012.01.140