(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-2-one

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Chemical Name:(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-2-one
CAS No.:108340-88-1
Molecular Formula:C₂₀H₃₃NO₃SeSi
Molecular Weight:442.532
Hs Code.:

Synonyms:(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-2-one

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Chemical Property of (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-2-one

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Technology Process of (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-2-one

There total 5 articles about (3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-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%

: 105320-13-6
(S)-2-{(2S,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-phenylselanyl-propionic acid

: 108340-88-1
(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-2-one

Guidance literature:: With dimethylsulfide borane complex; In tetrahydrofuran; for 2.5h; Ambient temperature;
DOI:10.1021/jo00388a039

Reference yield:

: 87037-96-5
(3S,4S)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-<(1S)-1-(methoxycarbonyl)ethyl>azetidin-2-one

: 108340-88-1
(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, -45 deg C, 3.5 h, 2.) THF, hexane, -78 deg C, 20 min

2: 69 percent / 2.8 N NaOH / methanol; H₂O / 2 h / 60 °C

3: 75 percent / BH₃*SMe₂ / tetrahydrofuran / 2.5 h / Ambient temperature

With sodium hydroxide; dimethylsulfide borane complex; lithium diisopropyl amide; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo00388a039

Reference yield:

: 5707-04-0
Phenylselenyl chloride

: 108340-88-1
(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-((S)-2-hydroxy-1-methyl-1-phenylselanyl-ethyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, hexane, -45 deg C, 3.5 h, 2.) THF, hexane, -78 deg C, 20 min

2: 69 percent / 2.8 N NaOH / methanol; H₂O / 2 h / 60 °C

3: 75 percent / BH₃*SMe₂ / tetrahydrofuran / 2.5 h / Ambient temperature

With sodium hydroxide; dimethylsulfide borane complex; lithium diisopropyl amide; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo00388a039