2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide

Base Information

Chemical Name:2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide
CAS No.:1415380-37-8
Molecular Formula:C₂₅H₃₇N₅O₆
Molecular Weight:503.599
Hs Code.:

Synonyms:2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide

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Chemical Property of 2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide

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Technology Process of 2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide

There total 4 articles about 2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide 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: 77.0%

: 35320-22-0
D-alaninamide

: 1415380-33-4
C₂₂H₃₁N₃O₆

: 1415380-37-8
2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide

Guidance literature:: With benzotriazol-1-ol; potassium hydrogencarbonate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jo302368y

Reference yield:

: (3R)-3-benzyl-3-amino-1-[1-(methoxycarbonyl)isopropyl]azetidin-2-one

: 1415380-37-8
2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / dichloromethane / 16 h / -12 - 20 °C / Inert atmosphere

2: lithium hydroxide monohydrate; water / methanol / 2 h / Inert atmosphere

3: potassium hydrogencarbonate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; water; benzotriazol-1-ol; potassium hydrogencarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo302368y

Reference yield:

: methyl 2-{(3R)-3-benzyl-3-[2-(tert-butoxycarbonylamino)-2-(2S)-methylpropanamido]-2-oxoazetidin-1-yl}-2-methylpropanoate

: 1415380-37-8
2-[2-[(3R)-benzyl-3-[2-(tert-butoxycarbonylamino)-(2S)-propanamido]2-oxoazetidin1-yl]-2-methylpropanamido]-(2R)-propanamide

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate; water / methanol / 2 h / Inert atmosphere

2: potassium hydrogencarbonate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; benzotriazol-1-ol / N,N-dimethyl-formamide / 16 h / 0 - 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; water; benzotriazol-1-ol; potassium hydrogencarbonate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo302368y