t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

Base Information

Chemical Name:t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate
CAS No.:95266-08-3
Molecular Formula:C₂₂H₂₉NO₇
Molecular Weight:419.475
Hs Code.:

Synonyms:t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

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Chemical Property of t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

Chemical Property:

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Technology Process of t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

There total 6 articles about t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate 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:

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 95266-01-6
t-butyl (2S,3S)-3-<(R)-1-hydroxyethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

: 95266-08-3
t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

Guidance literature:: With sodium hydroxide; In dichloromethane; Allyl chloroformate;

Reference yield:

: 32503-27-8
tetra(n-butyl)ammonium hydrogensulfate

: 144-55-8
sodium hydrogencarbonate

: 95266-01-6
t-butyl (2S,3S)-3-<(R)-1-hydroxyethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

: 2937-50-0
Allyl chloroformate

: 95266-08-3
t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

Guidance literature:: With sodium hydroxide; In dichloromethane; citric acid;

Reference yield:

: 98076-56-3
[(4-Methoxy-benzyl)-amino]-acetic Acid Tert-butyl Ester

: 95266-08-3
t-butyl (2S,3S)-3-<(R)-1-(allyloxycarbonyloxy)ethyl>-1-(4-methoxybenzyl)-4-oxo-2-azetidinecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 71.5 percent / N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / 0.5 h / 20 - 30 °C

2: n-BuLi, hexamethyldisilazane / tetrahydrofuran; hexane / 1) 1) 2 to 3 deg C, 2) 20 to 23 deg C, 30 min

3: 5percent NaHCO₃ / ethyl acetate

4: dimethylformamide

With n-butyllithium; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.58.3264