tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate
CAS No.:1610530-13-6
Molecular Formula:C₂₄H₃₃FN₂O₇
Molecular Weight:480.534
Hs Code.:

tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate

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Chemical Property of tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate

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Technology Process of tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate

There total 3 articles about tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate 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:

: 597551-98-9
tert-butyl (4R,5R)-4-formyl-2,2,5-trimethyloxazolidine-3-carboxylate

: 1610529-96-8
(4S,5R)-3-(2-fluoroacetyl)-4-methyl-5-phenyloxazolidin-2-one

: 1610530-13-6
tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate

Guidance literature:: (4S,5R)-3-(2-fluoroacetyl)-4-methyl-5-phenyloxazolidin-2-one; With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere;

tert-butyl (4R,5R)-4-formyl-2,2,5-trimethyloxazolidine-3-carboxylate; In dichloromethane; at -40 - 0 ℃; for 3h;
DOI:10.1002/ejoc.201301614

Reference yield:

: 108149-62-8
(4S,5R)-3-(tert-Butoxycarbonyl)-4-formyl-2,2,5-trimethyloxazolidine

: 1610530-13-6
tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide / tetrahydrofuran / Reflux

2.1: N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride / dichloromethane / 2 h / -78 °C / Inert atmosphere

2.2: 3 h / -40 - 0 °C

With N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; lithium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201301614

Reference yield:

: 16251-45-9,17097-67-5,28044-22-6,28044-23-7,39663-75-7,54418-69-8,77943-39-6,125133-96-2,149055-02-7
(4S,5R)-4-methyl-5-phenyl-oxazolidin-2-one

: 1610530-13-6
tert-butyl (4S,5R)-4-{(1R,2S)-2-fluoro-1-hydroxy-3-[(4S,5R)-4-methyl-2-oxo-5-phenyloxazolidin-3-yl]-3-oxopropyl}-2,2,5-trimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 °C / Inert atmosphere

1.2: -78 - 0 °C

2.1: N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride / dichloromethane / 2 h / -78 °C / Inert atmosphere

2.2: 3 h / -40 - 0 °C

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/ejoc.201301614