(E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide

Base Information

Chemical Name:(E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide
CAS No.:1297604-43-3
Molecular Formula:C₄₅H₆₇N₅O₆Si₂
Molecular Weight:830.228
Hs Code.:

(E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide

Synonyms:(E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide

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Chemical Property of (E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide

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Technology Process of (E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide

There total 5 articles about (E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide 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: 96.0%

: 1297604-42-2
(E)-3-(4-((4-(benzyloxy)benzyl)oxy)-3-(1-bromo-2-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-2-oxoethyl)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)acrylamide

: 1297604-43-3
(E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 20 ℃; for 1.5h;
DOI:10.1021/ol200728w

Reference yield:

: 1297604-40-0
(E)-methyl 3-(4-(4-(benzyloxy)benzyloxy)-3-(2-methoxy-2-oxoethyl)phenyl)acrylate

: 1297604-43-3
(E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide

Guidance literature:: Multi-step reaction with 5 steps

1: lithium hydroxide monohydrate / tetrahydrofuran; water / 0 - 45 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

3: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C

4: N-Bromosuccinimide / tetrahydrofuran / -78 - 0 °C

5: sodium azide / N,N-dimethyl-formamide / 1.5 h / 20 °C

With N-Bromosuccinimide; sodium azide; lithium hydroxide monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ol200728w

Reference yield:

: 1297604-48-8
(E)-3-(4-((4-(benzyloxy)benzyl)oxy)-3-(carboxymethyl)phenyl)acrylic acid

: 1297604-43-3
(E)-3-(3-(1-azido-2-(4-(tert-butyldimethylsilyl)oxy)butylamino)-2-oxoethyl)-4-(4-(benzyloxy)phenyl)-N-(4-(tert-butyldimethylsilyloxy)butyl)acrylamide

Guidance literature:: Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0 - 20 °C

2: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C

3: N-Bromosuccinimide / tetrahydrofuran / -78 - 0 °C

4: sodium azide / N,N-dimethyl-formamide / 1.5 h / 20 °C

With N-Bromosuccinimide; sodium azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol200728w