ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-carboxylate

Base Information

Chemical Name:ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-carboxylate
CAS No.:190523-46-7
Molecular Formula:C₃₁H₃₄N₆O₅S₄Si
Molecular Weight:726.998
Hs Code.:

ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-carboxylate

Synonyms:ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-carboxylate

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Chemical Property of ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-carboxylate

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Technology Process of ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-carboxylate

There total 1 articles about ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-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

: 190523-46-7
ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: LAH / ethanol / 0 °C

2: imidazole / dimethylformamide / Ambient temperature

3: 90 percent / n-BuLi / tetrahydrofuran / -78 °C

4: 99 percent / Li₂CO₃ / ethyl acetate / Ambient temperature

5: 1.) NH₄OAc, 2.) DDQ / 1.) EtOH, 2.) CHCl₃

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; ammonium acetate; lithium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo9704422

Reference yield:

: 190523-46-7
ethyl 2'-(5-(4-((tert-butyldimethylsilyloxy)methyl)thiazol-2-yl)-6-(2-((4S,5R)-5-methyl-2-oxooxazolidin-4-yl)thiazol-4-yl)pyridin-2-yl)-2,4'-bithiazole-4-carboxylate

: 59979-01-0
thiocillin I

Guidance literature:: Multi-step reaction with 12 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 2 h

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

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

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

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h

7.1: Dess-Martin periodane / dichloromethane / 2 h

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

8.2: pH 2

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

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

10.2: pH 3

11.1: dichloromethane / 2 h / 20 °C

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

With dmap; 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