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

Base Information

Chemical Name:(1R,4S,5S)-4-methyl-1-(2-methyl-5-phenyl-pent-2-enoyl)-3,6-dioxa-bicyclo[3.1.0]hexan-2-one
CAS No.:479092-65-4
Molecular Formula:C₁₇H₁₈O₄
Molecular Weight:286.328
Hs Code.:

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

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Chemical Property of (1R,4S,5S)-4-methyl-1-(2-methyl-5-phenyl-pent-2-enoyl)-3,6-dioxa-bicyclo[3.1.0]hexan-2-one

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Technology Process of (1R,4S,5S)-4-methyl-1-(2-methyl-5-phenyl-pent-2-enoyl)-3,6-dioxa-bicyclo[3.1.0]hexan-2-one

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

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

: 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

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: silica gel

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

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

2: silica gel

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

Reference yield:

: 4-methyl-3-oxo-7-phenyl-hept-4-enenitrile

: 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

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / ethylenediammonium diacetate / benzene / 3 h / 20 °C

2: 81 percent / TrOOH; BuLi / tetrahydrofuran; hexane / -78 °C

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

4: silica gel

With ammonium fluoride; n-butyllithium; trityl hydroperoxide; silica gel; acetic acid; ethylenediamine diacetic acid; In tetrahydrofuran; hexane; water; benzene; 1: Knoevenagel condensation;
DOI:10.1021/jo025641m