(S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one

Base Information

Chemical Name:(S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one
CAS No.:1275584-85-4
Molecular Formula:C₂₃H₂₆O₄
Molecular Weight:366.457
Hs Code.:

Synonyms:(S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one

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Chemical Property of (S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one

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Technology Process of (S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one

There total 10 articles about (S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-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: 76.0%

: 1275584-84-3
(R)-6-benzyloxy-7-(2',3'-dihydroxy-3'-methylbutyl)-2,2-dimethylchroman-4-one

: 1275584-85-4
(S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one

Guidance literature:: (R)-6-benzyloxy-7-(2',3'-dihydroxy-3'-methylbutyl)-2,2-dimethylchroman-4-one; With methanesulfonyl chloride; triethylamine; at 0 ℃; for 0.333333h; Inert atmosphere;

With potassium carbonate; In methanol; at 20 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1002/chem.201002757

Reference yield:

: 1275584-83-2
6-benzyloxy-2,2-dimethyl-7-(3'-methylbut-2'-enyl)chroman-4-one

: 1275584-85-4
(S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: AD-mix-β; methanesulfonamide / tert-butyl methyl ether; water; tert-butyl alcohol / 40 h / 20 °C / Inert atmosphere

2.1: methanesulfonyl chloride; triethylamine / 0.33 h / 0 °C / Inert atmosphere

2.2: 0.33 h / 20 °C / Inert atmosphere

With methanesulfonamide; AD-mix-β; methanesulfonyl chloride; triethylamine; In tert-butyl methyl ether; water; tert-butyl alcohol; 1.1: Sharpless dihydroxylation;
DOI:10.1002/chem.201002757

Reference yield:

: 1275584-65-0
(2,2-dimethyl-6-(2'-methylbut-3'-en-2'-yloxy)-2H-chromen-4-yloxy)triisopropylsilane

: 1275584-85-4
(S)-6-benzyloxy-7-((3',3'-dimethyloxiran-2'-yl)methyl)-2,2-dimethylchroman-4-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene / 1.5 h / 160 °C / Inert atmosphere; Sealed tube; Microwave irradiation

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran; water / 0.33 h / 0 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 19 h / 20 °C / Inert atmosphere

4.1: AD-mix-β; methanesulfonamide / tert-butyl methyl ether; water; tert-butyl alcohol / 40 h / 20 °C / Inert atmosphere

5.1: methanesulfonyl chloride; triethylamine / 0.33 h / 0 °C / Inert atmosphere

5.2: 0.33 h / 20 °C / Inert atmosphere

With methanesulfonamide; AD-mix-β; tetrabutyl ammonium fluoride; potassium carbonate; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; tert-butyl methyl ether; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 1.1: Claisen rearrangement / 4.1: Sharpless dihydroxylation;
DOI:10.1002/chem.201002757