4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate

Base Information

Chemical Name:4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate
CAS No.:87153-26-2
Molecular Formula:C₂₁H₁₇N₅O₈
Molecular Weight:467.395
Hs Code.:

Synonyms:4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate

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Chemical Property of 4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate

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Technology Process of 4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate

There total 6 articles about 4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate 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%

: 87153-36-4
4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-acetoacetate

: 87153-26-2
4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate

Guidance literature:: With p-carboxybenzenesulfonyl azide; triethylamine; In acetonitrile; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)88797-4

Reference yield:

: 95967-48-9
4-nitrobenzyl 4-hydroxy-2-butynoate

: 87153-26-2
4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 66 percent / boron trifluoride etherate / tetrahydrofuran / 0.5 h / Ambient temperature

2: triethylamine / tetrahydrofuran / 3 h / Ambient temperature

3: 1.) N-bromoacetamide; 2.) Na₂SO₃ / 1.) dioxane, H₂O, 0 deg C

4: 77 percent / triethylamine, 4-carboxybenzenesulphonyl azide / acetonitrile / 1 h / Ambient temperature

With p-carboxybenzenesulfonyl azide; triethylamine; sodium sulfite; N-bromoacetamide; boron trifluoride diethyl etherate; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4020(01)88797-4

Reference yield:

: 4457-32-3
4-nitrobenzyl chloroformate

: 87153-26-2
4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-diazo-3-oxo-butanoate

Guidance literature:: Multi-step reaction with 5 steps

2: 66 percent / boron trifluoride etherate / tetrahydrofuran / 0.5 h / Ambient temperature

3: triethylamine / tetrahydrofuran / 3 h / Ambient temperature

4: 1.) N-bromoacetamide; 2.) Na₂SO₃ / 1.) dioxane, H₂O, 0 deg C

5: 77 percent / triethylamine, 4-carboxybenzenesulphonyl azide / acetonitrile / 1 h / Ambient temperature

With p-carboxybenzenesulfonyl azide; triethylamine; sodium sulfite; N-bromoacetamide; boron trifluoride diethyl etherate; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4020(01)88797-4