(S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Name:(S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:1141741-61-8
Molecular Formula:C₃₃H₅₂N₂O₇Si
Molecular Weight:616.871
Hs Code.:

Synonyms:(S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 2 articles about (S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-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: 80.0%

: 200628-56-4
(E)-tert-butyl((4-iodobut-2-en-1-yl)oxy)dimethylsilane

: 249736-39-8
(S)-tert-butyl 4-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1141741-61-8
(S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: (S)-tert-butyl 4-(3-((R)-4-benzyl-2-oxooxazolidin-3-yl)-3-oxopropyl)-2,2-dimethyloxazolidine-3-carboxylate; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

(E)-tert-butyl((4-iodobut-2-en-1-yl)oxy)dimethylsilane; In tetrahydrofuran; at -78 ℃; for 6h; Darkness;
DOI:10.1002/psc.1433

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1141741-61-8
(S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 0 °C

1.2: 3 h / 0 - 20 °C

2.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 1 h / 0 °C

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C

3.2: 6 h / -78 °C / Darkness

With 1H-imidazole; iodine; sodium hexamethyldisilazane; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; mineral oil;
DOI:10.1002/psc.1433

Reference yield:

: 1141741-61-8
(S)-tert-butyl 4-((R,E)-2-((R)-4-benzyl-2-oxooxazolidin-3-carbonyl)-6-(tert-butyldimethylsilyloxy)hex-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1141741-72-1
C₂₃H₃₅NO₆

Guidance literature:: Multi-step reaction with 12 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 3 h / 0 - 20 °C

1.2: 1 h / 20 °C

2.1: dmap; triethylamine / dichloromethane / 0 °C

3.1: lithium aluminium tetrahydride / diethyl ether / 3 h / 0 - 20 °C

3.2: 1 h / 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C

5.1: titanium(IV) isopropylate; diethyl (2R,3R)-tartrate / dichloromethane / 0.25 h / -20 °C / Molecular sieve

5.2: 30 h / -20 °C / Molecular sieve

6.1: 1H-imidazole; iodine; triphenylphosphine / dichloromethane / 2 h / 0 °C / Darkness

7.1: zinc / methanol / 2 h / Reflux

8.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C

8.2: 0 - 20 °C

9.1: borane-THF / tetrahydrofuran / 2 h / 0 - 20 °C

9.2: 20 °C / pH 9.2 / aq. phosphate buffer

10.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -78 °C

10.2: -78 - 20 °C

11.1: diethyl ether / 1.5 h / 0 - 20 °C

12.1: Jones reagent / acetone / 0 - 20 °C

With 1H-imidazole; titanium(IV) isopropylate; dmap; lithium aluminium tetrahydride; Jones reagent; borane-THF; oxalyl dichloride; diethyl (2R,3R)-tartrate; tetrabutyl ammonium fluoride; iodine; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil; 9.1: Hydroboration reaction / 10.1: Swern oxidation / 10.2: Swern oxidation;
DOI:10.1002/psc.1433