benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

Base Information

Chemical Name:benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate
CAS No.:911851-11-1
Molecular Formula:C₃₃H₄₇N₃O₇Si
Molecular Weight:625.838
Hs Code.:

Synonyms:benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

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Chemical Property of benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

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Technology Process of benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

There total 5 articles about benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-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:

: 695-34-1
2-Amino-4-methylpyridine

: 911851-11-1
benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; triethylamine / dichloromethane / 4.5 h / 5 - 20 °C

2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 1 h / Heating / reflux; Irradiation with halogen work light

3.1: lithium diisopropyl amide / tetrahydrofuran / 1.08 h / -78 - 20 °C

3.2: 4.5 h / -42 °C / Cooling with acetonitrile-dry ice

3.3: 0 °C

4.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dmap / dichloromethane / 20 °C

With dmap; N-Bromosuccinimide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium diisopropyl amide; dibenzoyl peroxide; dmap; In tetrahydrofuran; tetrachloromethane; dichloromethane;

Reference yield:

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

: 911851-11-1
benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dmap; triethylamine / dichloromethane / 4.5 h / 5 - 20 °C

2.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 1 h / Heating / reflux; Irradiation with halogen work light

3.1: lithium diisopropyl amide / tetrahydrofuran / 1.08 h / -78 - 20 °C

3.2: 4.5 h / -42 °C / Cooling with acetonitrile-dry ice

3.3: 0 °C

4.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dmap / dichloromethane / 20 °C

With dmap; N-Bromosuccinimide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; lithium diisopropyl amide; dibenzoyl peroxide; dmap; In tetrahydrofuran; tetrachloromethane; dichloromethane;

Reference yield:

: 705951-21-9
2-[bis(tert-butoxycarbonyl)amino]-4-(bromomethyl)pyridine

: 911851-11-1
benzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(di-t-butoxycarbonylamino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.08 h / -78 - 20 °C

1.2: 4.5 h / -42 °C / Cooling with acetonitrile-dry ice

1.3: 0 °C

2.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dmap / dichloromethane / 20 °C

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; dmap; In tetrahydrofuran; dichloromethane;