(2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone

Base Information

Chemical Name:(2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone
CAS No.:1589566-71-1
Molecular Formula:C₂₂H₃₇NO₂Si
Molecular Weight:375.627
Hs Code.:

Synonyms:(2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone

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Chemical Property of (2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone

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Technology Process of (2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone

There total 7 articles about (2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone 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: 42.0%

: 1589566-65-3
(3R)-3-[[(1R)-1-phenylethyl]-2-iodoethylamino]-6-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-hexanoic acid methyl ester

: 1589566-71-1
(2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;
DOI:10.1007/s11426-014-5065-3

Reference yield:

: 201999-28-2
methyl (E)-6-[(tert-butyldimethylsilyl)oxy]hex-2-enoate

: 1589566-71-1
(2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: 0.67 h / -78 °C

2.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 20 °C

3.1: sodium periodate / tetrahydrofuran; water / 20 °C

3.2: 0.5 h / 0 °C

4.1: triphenylphosphine; 1H-imidazole; iodine / diethyl ether; acetonitrile / 1 h / 0 °C / Inert atmosphere

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; n-butyllithium; iodine; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1007/s11426-014-5065-3

Reference yield:

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 1589566-71-1
(2R)-2-[3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]propyl]-1-[(1R)-1-phenylethyl]-4-piperidone

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran / -50 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: 0.67 h / -78 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / tetrahydrofuran; tert-butyl alcohol; water / 20 °C

4.1: sodium periodate / tetrahydrofuran; water / 20 °C

4.2: 0.5 h / 0 °C

5.1: triphenylphosphine; 1H-imidazole; iodine / diethyl ether; acetonitrile / 1 h / 0 °C / Inert atmosphere

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; n-butyllithium; iodine; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1007/s11426-014-5065-3