4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-butynoate

Base Information

Chemical Name:4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-butynoate
CAS No.:95967-24-1
Molecular Formula:C₂₁H₁₇N₃O₇
Molecular Weight:423.382
Hs Code.:

Synonyms:4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-butynoate

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

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

There total 2 articles about 4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-butynoate 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: 66.0%

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

: 86823-92-9
(1R,5S)-3-phenyl-7-oxo-4-oxa-2,6-diazabicyclo[3.2.0]hept-2-ene

: 95967-24-1
4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-butynoate

Guidance literature:: boron trifluoride diethyl etherate; In tetrahydrofuran; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)88797-4

Reference yield:

: 4457-32-3
4-nitrobenzyl chloroformate

: 95967-24-1
4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-butynoate

Guidance literature:: Multi-step reaction with 2 steps

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

boron trifluoride diethyl etherate; In tetrahydrofuran;
DOI:10.1016/S0040-4020(01)88797-4

Reference yield:

: 95967-24-1
4-nitrobenzyl 4-<3(R)-benzoylamino-2-azetidinon-4(R)-yloxy>-2-butynoate

: 95967-32-1
4-nitrobenzyl (6R,7R)-7-benzoylamino-3-chloro-8-oxo-5-oxa-1-azabicyclo<4.2.0>oct-2-ene-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / tetrahydrofuran / 3 h / Ambient temperature

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

3: 77 percent / triethylamine, 4-carboxybenzenesulphonyl azide / acetonitrile / 1 h / Ambient temperature

4: 61 percent / rhodium(II) acetate / benzene / 1 h / 80 °C

5: 26 percent / phosphorus trichloride / dimethylformamide / 2 h / Ambient temperature

With p-carboxybenzenesulfonyl azide; triethylamine; sodium sulfite; phosphorus trichloride; N-bromoacetamide; rhodium(II) acetate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)88797-4