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

Base Information

Chemical Name:(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-nonanone
CAS No.:346666-57-7
Molecular Formula:C₁₉H₂₈O₄
Molecular Weight:320.429
Hs Code.:

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

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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-nonanone

Chemical Property:

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

There total 4 articles about (2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-nonanone 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-methoxy-phenyl)-nonan-1-one

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

: 346666-57-7
(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-nonanone

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

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

: 346666-21-5
(2R,3R)-2,3-Dihydroxy-1-(2-methoxy-phenyl)-nonan-1-one

: 346666-57-7
(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-nonanone

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

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:

: 111-71-7
heptanal

: 346666-57-7
(2R,3R)-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-nonanone

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