4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

Base Information

Chemical Name:4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate
CAS No.:911851-48-4
Molecular Formula:C₃₄H₄₉N₃O₈Si
Molecular Weight:655.864
Hs Code.:

Synonyms:4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

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Chemical Property of 4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

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Technology Process of 4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

There total 5 articles about 4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)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: 71.0%

: 105-13-5
4-Methoxybenzyl alcohol

: 705951-07-1
(2S,3R)-3-({2-[bis(tert-butoxycarbonyl)amino]pyridin-4-yl}methyl)-1-[tert-butyl(dimethyl)silyl]-4-oxoazetidine-2-carboxylic acid

: 911851-48-4
4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)pyridin-4-yl)methyl)-4-oxoazetidine-2-carboxylate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃;

Reference yield:

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

: 911851-48-4
4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)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: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

Reference yield:

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

: 911851-48-4
4-methoxybenzyl (2S,3R)-1-(tert-butyldimethylsilyl)-3-((2-(bis(tert-butoxycarbonyl)amino)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: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C

With dmap; N-Bromosuccinimide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium diisopropyl amide; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; dichloromethane;