(2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one

Base Information

Chemical Name:(2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one
CAS No.:1438391-68-4
Molecular Formula:C₂₁H₃₂O₄Si
Molecular Weight:376.568
Hs Code.:

Synonyms:(2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one

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Chemical Property of (2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one

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Technology Process of (2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one

There total 4 articles about (2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one 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: 98.0%

: 1438391-76-4
(2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-N,N-dimethylhex-5-enamide

: 100-58-3
phenylmagnesium bromide

: 1438391-68-4
(2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one

Guidance literature:: In tetrahydrofuran; at -15 - -10 ℃; for 0h; Inert atmosphere;
DOI:10.1055/s-0032-1318303

Reference yield:

: 1438391-62-8
(2R,3R)-2,3-(isopropylidenedioxy)-N,N-dimethyl-4-oxohex-5-enamide

: 1438391-68-4
(2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 3Ce⁽¹⁺⁾*3Cl^(1-)*7H₂O; sodium tetrahydroborate / methanol / -78 °C / Inert atmosphere

2: 1H-imidazole; dmap / dichloromethane / 6 h / Reflux; Inert atmosphere

3: tetrahydrofuran / 0 h / -15 - -10 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium tetrahydroborate; 3Ce⁽¹⁺⁾*3Cl^(1-)*7H₂O; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1055/s-0032-1318303

Reference yield:

: 1438391-61-7
(2R,3S,4R)-4-hydroxy-2,3-(isopropylidenedioxy)-N,N-dimethylhex-5-enamide

: 1438391-68-4
(2R,3R,4R)-4-(tert-butyldimethylsiloxy)-2,3-(isopropylidenedioxy)-1-phenylhex-5-en-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole; dmap / dichloromethane / 6 h / Reflux; Inert atmosphere

2: tetrahydrofuran / 0 h / -15 - -10 °C / Inert atmosphere

With 1H-imidazole; dmap; In tetrahydrofuran; dichloromethane;
DOI:10.1055/s-0032-1318303