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

Base Information

Chemical Name:(R)-6-benzyloxy-7-(2',3'-dihydroxy-3'-methylbutyl)-2,2-dimethylchroman-4-one
CAS No.:1275584-84-3
Molecular Formula:C₂₃H₂₈O₅
Molecular Weight:384.472
Hs Code.:

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

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Chemical Property of (R)-6-benzyloxy-7-(2',3'-dihydroxy-3'-methylbutyl)-2,2-dimethylchroman-4-one

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Technology Process of (R)-6-benzyloxy-7-(2',3'-dihydroxy-3'-methylbutyl)-2,2-dimethylchroman-4-one

There total 9 articles about (R)-6-benzyloxy-7-(2',3'-dihydroxy-3'-methylbutyl)-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: 94.0%

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

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

Guidance literature:: With methanesulfonamide; AD-mix-β; In tert-butyl methyl ether; water; tert-butyl alcohol; at 20 ℃; for 40h; optical yield given as %ee; Inert atmosphere;
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

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

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

With methanesulfonamide; AD-mix-β; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; tert-butyl methyl ether; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 1: Claisen rearrangement / 4: Sharpless dihydroxylation;
DOI:10.1002/chem.201002757

Reference yield:

: 1275584-66-1
2,2-dimethyl-7-(3'-methylbut-2'-enyl)-4-(triisopropylsiloxy)-2H-chromen-6-ol

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

Guidance literature:: Multi-step reaction with 3 steps

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

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

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

With methanesulfonamide; AD-mix-β; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; tert-butyl methyl ether; water; N,N-dimethyl-formamide; tert-butyl alcohol; 3: Sharpless dihydroxylation;
DOI:10.1002/chem.201002757