(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

Base Information

Chemical Name:(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone
CAS No.:346666-31-7
Molecular Formula:C₁₈H₂₆O₄
Molecular Weight:306.402
Hs Code.:

Synonyms:(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

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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,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

Chemical Property:

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Technology Process of (2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

There total 4 articles about (2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone 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:

: 2,3-dihydroxy-1-(2-methoxyphenyl)octan-1-one

: 77-76-9
2,2-dimethoxy-propane

: 346666-31-7
(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

: (2S,3S)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

Guidance literature:: toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Title compound not separated from byproducts.;
DOI:10.1021/ja028926p

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

: 346666-20-4
(2R,3R)-2,3-Dihydroxy-1-(2-methoxy-phenyl)-octan-1-one

: 346666-31-7
(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

: (2S,3S)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

Guidance literature:: With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Title compound not separated from byproducts.;
DOI:10.1021/ol015878p

Reference yield:

: 66-25-1
hexanal

: 346666-31-7
(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-octanone

Guidance literature:: Multi-step reaction with 2 steps

1: (S,S)-linked-BINOL; Et₂Zn / tetrahydrofuran; various solvent(s) / 18 h / -30 °C

2: p-toluenesulfonic acid monohydrate / dimethylformamide / 2 h / 20 °C

With (S,S)-linked-BINOL; diethylzinc; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ol015878p