(2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal

Base Information

Chemical Name:(2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal
CAS No.:1417803-53-2
Molecular Formula:C₂₂H₃₀O₃Si
Molecular Weight:370.564
Hs Code.:

Synonyms:(2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal

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Chemical Property of (2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal

Chemical Property:

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Technology Process of (2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal

There total 3 articles about (2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal 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:

: 1417803-52-1
(2S,4S)-5-(tert-butyldiphenylsiloxy)-4-methyl-1,2-pentandiol

: 1417803-53-2
(2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal

Guidance literature:: With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; potassium bromide; In dichloromethane; water; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.tet.2012.11.077

Reference yield:

: 175272-36-3
(4R)-4-Benzyl-3-[(2S)-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

: 1417803-53-2
(2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 °C / Inert atmosphere

2.1: 1H-imidazole / dichloromethane / 6 h / 0 - 20 °C

3.1: phosphonite ligand; tris(dibenzylideneacetone)diplatinum⁽⁰⁾; bis(pinacol)diborane / tetrahydrofuran / 12 h / 60 °C

3.2: 4 h / 0 - 20 °C

4.1: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hypochlorite / dichloromethane; water / 0.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; sodium hypochlorite; lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tris(dibenzylideneacetone)diplatinum⁽⁰⁾; phosphonite ligand; sodium hydrogencarbonate; bis(pinacol)diborane; potassium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; water;
DOI:10.1016/j.tet.2012.11.077

Reference yield:

: (S)-tert-butyl((2-methylpent-4-en-1-yl)oxy)diphenylsilane

: 1417803-53-2
(2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal

Guidance literature:: Multi-step reaction with 2 steps

1.1: phosphonite ligand; tris(dibenzylideneacetone)diplatinum⁽⁰⁾; bis(pinacol)diborane / tetrahydrofuran / 12 h / 60 °C

1.2: 4 h / 0 - 20 °C

2.1: sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium bromide; sodium hypochlorite / dichloromethane; water / 0.5 h / 0 °C / Inert atmosphere

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tris(dibenzylideneacetone)diplatinum⁽⁰⁾; phosphonite ligand; sodium hydrogencarbonate; bis(pinacol)diborane; potassium bromide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/j.tet.2012.11.077