(2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide

Base Information

Chemical Name:(2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide
CAS No.:479092-67-6
Molecular Formula:C₁₇H₂₁NO₄
Molecular Weight:303.358
Hs Code.:

Synonyms:(2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide

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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 (2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide

Chemical Property:

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Technology Process of (2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide

There total 6 articles about (2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide 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:

: 479092-65-4
(1R,4S,5S)-4-methyl-1-(2-methyl-5-phenyl-pent-2-enoyl)-3,6-dioxa-bicyclo[3.1.0]hexan-2-one

: 479092-67-6
(2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide

Guidance literature:: With ammonium hydroxide; In methanol; at 20 ℃; for 0.5h;
DOI:10.1021/jo025641m

Reference yield:

: 479092-62-1
4-methyl-3-oxo-7-phenyl-2-(2-triethylsiloxypropylidene)-hept-4-enenitrile

: 479092-67-6
(2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / TrOOH; BuLi / tetrahydrofuran; hexane / -78 °C

2: AcOH; NH₄F / tetrahydrofuran; H₂O / 1.5 h / 20 °C

3: silica gel

4: 16.5 mg / NH₄OH / methanol / 0.5 h / 20 °C

With ammonium fluoride; ammonium hydroxide; n-butyllithium; trityl hydroperoxide; silica gel; acetic acid; In tetrahydrofuran; methanol; hexane; water;
DOI:10.1021/jo025641m

Reference yield:

: 1-(2-methyl-5-phenyl-pent-2-enoyl)-3-triethylsiloxy-1,2-epoxybutanecarbonitrile

: 479092-67-6
(2R,3S,4S)-4-hydroxy-2-(2-methyl-5-phenyl-pent-2-enoyl)-2,3-epoxypentamide

Guidance literature:: Multi-step reaction with 3 steps

1: AcOH; NH₄F / tetrahydrofuran; H₂O / 1.5 h / 20 °C

2: silica gel

3: 16.5 mg / NH₄OH / methanol / 0.5 h / 20 °C

With ammonium fluoride; ammonium hydroxide; silica gel; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo025641m