(1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

Base Information

Chemical Name:(1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate
CAS No.:677300-63-9
Molecular Formula:C₃₀H₄₈O₆Si₂
Molecular Weight:560.879
Hs Code.:

Synonyms:(1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

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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 (1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

Chemical Property:

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Technology Process of (1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

There total 7 articles about (1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate 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:

: (1S)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-4-hydroxy-2-oxo-4-phenylbutyl benzoate

: 677300-63-9
(1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

: (1S)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

Guidance literature:: With lithium borohydride; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;
DOI:10.1021/jo0356356

Reference yield:

: 677300-58-2
(1S,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-4-hydroxy-2-oxo-4-phenylbutyl benzoate

: 677300-63-9
(1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

: (1S,2S,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at -30 ℃; for 18h;
DOI:10.1021/jo0356356

Reference yield:

: 100-52-7
benzaldehyde

: 677300-63-9
(1S,2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-1-(tert-butyldimethylsilyloxymethyl)-2,4-dihydroxy-4-phenylbutyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (Cyclohexyl)2BCl; Et₃N / diethyl ether / 1 h / 0 °C

1.2: diethyl ether / 5 h / -78 °C

2.1: tetramethylammonium triacetoxyborohydride; AcOH / acetonitrile / 18 h / -30 °C

With dicyclohexylboron chloride; acetic acid; triethylamine; tetramethylammonium triacetoxyborohydride; In diethyl ether; acetonitrile;
DOI:10.1021/jo0356356