(R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid

Base Information

Chemical Name:(R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid
CAS No.:1383605-15-9
Molecular Formula:C₅₉H₈₂O₁₃Si
Molecular Weight:1027.38
Hs Code.:

(R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid

Synonyms:(R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid

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Chemical Property of (R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid

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Technology Process of (R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid

There total 1 articles about (R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid 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: 64.0%

: 1383605-14-8
(2S,4S,6S)-2-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-6-(R)-2-(terttertbutyldiphenylsilyloxy)acetate

: 1383605-15-9
(R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; water; at 0 - 20 ℃; for 3.5h;
DOI:10.1016/j.bmcl.2012.04.073

Reference yield: 81.0%

: 1383605-15-9
(R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid

: 1383605-07-9
(1S,3S,7R,11S,15S,17R,21R,23S,25S,E)-17-((R)-1-((benzyloxy)methoxy)ethyl)-21-((tert-butyldiphenylsilyl) oxy)-11-methoxy-10,10,26,26-tetramethyl-5-methylene-12,19-dioxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-25-ylacetate

Guidance literature:: (R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 6h;

With dmap; In tetrahydrofuran; toluene; at 45 ℃; for 14h;
DOI:10.1016/j.bmcl.2012.04.073

Reference yield:

: 1383605-15-9
(R)-4-((2S,4S,6S)-4-acetoxy-6-(((2S,6R)-6-((E)-3-((2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-hydroxybutyl)-2-methoxy-3-oxotetrahydro-2H-pyran-2-yl)-3-methylbut-1-enyl)-4-methylenetetrahydro-2H-pyran-2-yl)methyl)-5,5-dimethyltetrahydro-2H-pyran-2-yl)-3-(tert-butyldiphenylsilyloxy)butanoic acid

: 1383605-16-0
(1S,3S,7R,11S,15S,17R,21R,23S,25S,E)-17-((R)-1-((benzyloxy)methoxy)ethyl)-21-((tert-butyldiphenylsilyl)oxy)-25-hydroxy-11-methoxy-10,10,26,26-tetramethyl-5-methylene-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-ene-12,19-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 6 h / 0 - 20 °C

1.2: 14 h / 45 °C

2.1: potassium carbonate / methanol / 6 h / 20 °C

With 2,4,6-trichlorobenzoyl chloride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmcl.2012.04.073