(4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-3-carboxylate

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Chemical Name:(4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-3-carboxylate
CAS No.:253663-88-6
Molecular Formula:C₄₃H₅₄N₈O₁₀S₄Si
Molecular Weight:999.299
Hs Code.:

(4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-3-carboxylate

Synonyms:(4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-3-carboxylate

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Chemical Property of (4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-3-carboxylate

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Technology Process of (4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-3-carboxylate

There total 1 articles about (4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-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:

: 6436-59-5
ethyl 2-methylthiazole-4-carboxylate

: 253663-88-6
(4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 12 steps

1: ammonium hydroxide / water / 2 h / 70 °C

2: Lawessons reagent / toluene / 2 h / Reflux

3: ethanol / 2 h / Reflux

4: selenium(IV) oxide / acetic acid / 12 h / Reflux

5: tetrahydrofuran / 0.5 h / 20 °C

6: Dess-Martin periodane / dichloromethane / 2 h / 20 °C

7: ammonium acetate / 12 h / Reflux

8: potassium carbonate / ethanol; dichloromethane

9: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 20 °C

10: lithium hydroxide / tetrahydrofuran; water / 2 h

11: dmap; triethylamine / dichloromethane / 3 h / Inert atmosphere

12: BOP-Cl; triethylamine / acetonitrile / 3 h

With Lawessons reagent; 1H-imidazole; dmap; selenium(IV) oxide; ammonium hydroxide; BOP-Cl; ammonium acetate; potassium carbonate; Dess-Martin periodane; triethylamine; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 7: Bohlmann-Rahtz reaction;
DOI:10.1021/ja110166x

Reference yield:

: 253663-88-6
(4S,5R)-tert-butyl 4-(4-(6-(4-((2S,3R)-1-((R)-2-acetoxypropylamino)-3-hydroxy-1-oxobutan-2-ylcarbamoyl)-2,4'-bithiazol-2'-yl)-3-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)pyridin-2-yl)thiazol-2-yl)-5-methyl-2-oxooxazolidine-3-carboxylate

: 59979-01-0
thiocillin I

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine / dichloromethane / 1 h / 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h

4.1: Dess-Martin periodane / dichloromethane / 2 h

5.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; water / 2 h

5.2: pH 2

6.1: BOP-Cl; triethylamine / acetonitrile / Inert atmosphere

7.1: lithium hydroxide / tetrahydrofuran; water / 2 h / 20 °C

7.2: pH 3

8.1: dichloromethane / 2 h / 20 °C

9.1: diphenyl phosphoryl azide / N,N-dimethyl-formamide / 2 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenyl phosphoryl azide; BOP-Cl; tetrabutyl ammonium fluoride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja110166x