(3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-2-one

Base Information

Chemical Name:(3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-2-one
CAS No.:813440-43-6
Molecular Formula:C₂₃H₄₀N₂O₃Si₂
Molecular Weight:448.753
Hs Code.:

Synonyms:(3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-2-one

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Chemical Property of (3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-2-one

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Technology Process of (3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-2-one

There total 3 articles about (3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-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: 90.0%

: 813440-34-5
(3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-4-methyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

: 24424-99-5
di-tert-butyl dicarbonate

: 813440-43-6
(3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-2-one

Guidance literature:: With hydrogen; palladium dihydroxide; In ethanol; at 60 ℃; for 24h; under 8274.37 Torr;
DOI:10.1021/ol048348c

Reference yield:

: 100-39-0
benzyl bromide

: 813440-43-6
(3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 0.17 h / -78 °C

1.2: 67 percent / tetrahydrofuran / -78 - 0 °C

2.1: 90 percent / H₂ / Pd(OH)2/C / ethanol / 24 h / 60 °C / 8274.37 Torr

With hydrogen; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; ethanol;
DOI:10.1021/ol048348c

Reference yield:

: 198021-44-2
(3S,4R)-1-[bis(trimethylsilyl)methyl]-4-methyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

: 813440-43-6
(3R,4R)-3-benzyl-1-[bis(trimethylsilyl)methyl]-3-(tert-butoxycarbonylamino)-4-methylazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran / 0.17 h / -78 °C

1.2: 67 percent / tetrahydrofuran / -78 - 0 °C

2.1: 90 percent / H₂ / Pd(OH)2/C / ethanol / 24 h / 60 °C / 8274.37 Torr

With hydrogen; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; ethanol;
DOI:10.1021/ol048348c