methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate

Base Information

Chemical Name:methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate
CAS No.:1353161-22-4
Molecular Formula:C₁₇H₂₃NO₄
Molecular Weight:305.374
Hs Code.:

Synonyms:methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate

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Chemical Property of methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate

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Technology Process of methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate

There total 3 articles about methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-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: 14.0%

: 110556-33-7
(R)-3-bromo-2-methylpropionic acid methyl ester

: 18085-37-5
methyl 1-benzyl-2-azetidinecarboxylate

: 1353161-22-4
methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate

Guidance literature:: methyl 1-benzyl-2-azetidinecarboxylate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - -65 ℃; for 1h; Inert atmosphere;

(R)-3-bromo-2-methylpropionic acid methyl ester; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.1016/j.tet.2012.03.111

Reference yield:

: 100-46-9
benzylamine

: 1353161-22-4
methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / acetonitrile / 4 h / Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 - -65 °C / Inert atmosphere

2.2: 16 h / -78 - 20 °C / Inert atmosphere

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; acetonitrile;
DOI:10.1016/j.tet.2012.03.111

Reference yield:

: 29547-04-4,70288-65-2
methyl 2,4-dibromobutanoate

: 1353161-22-4
methyl N-benzyl-2-(2-methoxycarbonyl-(S)-2-methylethyl)azetidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine / acetonitrile / 4 h / Reflux

2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 - -65 °C / Inert atmosphere

2.2: 16 h / -78 - 20 °C / Inert atmosphere

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; acetonitrile;
DOI:10.1016/j.tet.2012.03.111