(5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one

Base Information

Chemical Name:(5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one
CAS No.:1417803-51-0
Molecular Formula:C₂₄H₃₀O₃Si
Molecular Weight:394.586
Hs Code.:

Synonyms:(5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one

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Chemical Property of (5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one

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Technology Process of (5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one

There total 3 articles about (5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-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: 89.0%

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

: 188945-44-0
ethyl 2-[bis(2-isopropylphenoxy)phosphoryl]acetate

: 1417803-51-0
(5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one

Guidance literature:: ethyl 2-[bis(2-isopropylphenoxy)phosphoryl]acetate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

(2S,4S)-5-(tert-butyldiphenylsiloxy)-2-hydroxy-4-methylpentanal; In tetrahydrofuran; at -78 - 20 ℃; for 3h; 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

: 1417803-51-0
(5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one

Guidance literature:: Multi-step reaction with 5 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

5.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

5.2: 3 h / -78 - 20 °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 hydride; sodium hydrogencarbonate; bis(pinacol)diborane; potassium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; water; 5.1: |Wittig Olefination / 5.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.11.077

Reference yield:

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

: 1417803-51-0
(5S)-5-[(2S)-3-(tert-butyldiphenylsiloxy)-2-methylpropyl]furan-2(5H)-one

Guidance literature:: Multi-step reaction with 3 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

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 3 h / -78 - 20 °C / Inert atmosphere

With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tris(dibenzylideneacetone)diplatinum⁽⁰⁾; phosphonite ligand; sodium hydride; sodium hydrogencarbonate; bis(pinacol)diborane; potassium bromide; In tetrahydrofuran; dichloromethane; water; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination;
DOI:10.1016/j.tet.2012.11.077