(3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one

Base Information

Chemical Name:(3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one
CAS No.:254112-80-6
Molecular Formula:C₂₇H₃₈N₂O₃Si₂
Molecular Weight:494.781
Hs Code.:

Synonyms:(3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one

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Chemical Property of (3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one

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Technology Process of (3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one

There total 1 articles about (3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]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: 80.0%

: 89-92-9
2-methylbenzyl bromide

: 187161-86-0
(3S)-1-[bis(trimethylsilyl)methyl]-3-[(4S)-4-phenyl-2-oxo-1,3-oxazolidin-3-yl]azetidin-2-one

: 254112-80-6
(3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one

Guidance literature:: (3S)-1-[bis(trimethylsilyl)methyl]-3-[(4S)-4-phenyl-2-oxo-1,3-oxazolidin-3-yl]azetidin-2-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

2-methylbenzyl bromide; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1002/(SICI)1521-3773(19991018)38:20<3056::AID-ANIE3056>3.0.CO;2-J

Reference yield:

: 254112-80-6
(3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one

: [3-(2-methyl-benzyl)-2-oxo-azetidin-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Li; NH₃ / tetrahydrofuran

1.2: tetrahydrofuran

2.1: (NH₄)2Ce(NO₃)6; NaHCO₃

With ammonium cerium(IV) nitrate; ammonia; lithium; sodium hydrogencarbonate; In tetrahydrofuran; 1.1: Reduction / 1.2: Acylation / 2.1: dealkylation;
DOI:10.1002/(SICI)1521-3773(19991018)38:20<3056::AID-ANIE3056>3.0.CO;2-J

Reference yield:

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

: 254112-80-6
(3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one

: [1-(bis-trimethylsilanyl-methyl)-3-(2-methyl-benzyl)-2-oxo-azetidin-3-yl]-carbamic acid tert-butyl ester

Guidance literature:: (3R)-1-[bis(trimethylsilyl)methyl]-3-[(2-methylphenyl)methyl]-3-[(4S)-2-oxo-4-phenyloxazolidin-3-yl]azetidin-2-one; With ammonia; lithium; In tetrahydrofuran;

di-tert-butyl dicarbonate; In tetrahydrofuran;
DOI:10.1002/(SICI)1521-3773(19991018)38:20<3056::AID-ANIE3056>3.0.CO;2-J