(2R,3R)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

Base Information

Chemical Name:(2R,3R)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone
CAS No.:346666-58-8
Molecular Formula:C₂₂H₂₆O₅
Molecular Weight:370.445
Hs Code.:

Synonyms:(2R,3R)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

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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)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

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Technology Process of (2R,3R)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

There total 4 articles about (2R,3R)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone 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:

: 5-benzyloxy-2,3-dihydroxy-1-(2-methoxy-phenyl)-pentan-1-one

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

: (2S,3S)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

: 346666-58-8
(2R,3R)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

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

: 346666-24-8
(2R,3R)-5-Benzyloxy-2,3-dihydroxy-1-(2-methoxy-phenyl)-pentan-1-one

: (2S,3S)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

: 346666-58-8
(2R,3R)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

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:

: 19790-60-4
3-Benzyloxypropanal

: 346666-58-8
(2R,3R)-5-benzyloxy-2,3-dihydroxy-2,3-O-isopropylidene-1-(2-methoxyphenyl)-1-pentanone

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