(-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-one

Base Information

Chemical Name:(-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-one
CAS No.:132974-85-7
Molecular Formula:C₂₈H₃₁NO₄SSi
Molecular Weight:505.71
Hs Code.:

Synonyms:(-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-one

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Chemical Property of (-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-one

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Technology Process of (-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-one

There total 10 articles about (-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-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: 75.0%

: 207738-33-8
(3SR,5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-3-(phenylseleno)-1-tosyl-pyrrolidin-2-one

: 132974-85-7
(-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-one

Guidance literature:: With dihydrogen peroxide; In ethyl acetate;
DOI:10.1055/s-1998-1694

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 132974-85-7
(-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: LiHMDS / tetrahydrofuran; hexane / 1 h / -20 °C

2.2: 98 percent / tetrahydrofuran; hexane / -20 - 20 °C

3.1: LiHMDS / tetrahydrofuran; hexane / 2 h

3.2: 85 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: 75 percent / hydrogen peroxide / ethyl acetate / 0 - 20 °C

With 1H-imidazole; dihydrogen peroxide; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Tosylation / 2.2: Tosylation / 3.1: Metallation / 3.2: phenylselenylation / 4.1: Oxidation;
DOI:10.1016/S0040-4020(99)00284-7

Reference yield:

: 132974-83-5
(5S)-5-[[(tert-butyldiphenylsilyl)oxy]methyl]pyrrolidin-2-one

: 132974-85-7
(-)-(5S)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-1-tosyl-1,5-dihydro-2H-pyrrol-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: LiHMDS / tetrahydrofuran; hexane / 1 h / -20 °C

1.2: 98 percent / tetrahydrofuran; hexane / -20 - 20 °C

2.1: LiHMDS / tetrahydrofuran; hexane / 2 h

2.2: 85 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: 75 percent / hydrogen peroxide / ethyl acetate / 0 - 20 °C

With dihydrogen peroxide; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; ethyl acetate; 1.1: Tosylation / 1.2: Tosylation / 2.1: Metallation / 2.2: phenylselenylation / 3.1: Oxidation;
DOI:10.1016/S0040-4020(99)00284-7