3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone

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Chemical Name:3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone
CAS No.:98391-92-5
Molecular Formula:C₂₅H₂₁N₅O₁₁
Molecular Weight:567.469
Hs Code.:

Synonyms:3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone

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Chemical Property of 3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone

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Technology Process of 3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone

There total 11 articles about 3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone 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: 94.0%

: 98269-71-7
1-(tert-butyldimethylsilyl)-3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone

: 98391-92-5
3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone

Guidance literature:: With hydrogen fluoride; In acetonitrile; for 0.25h; Ambient temperature;
DOI:10.1021/jo00222a012

Reference yield:

: 17458-90-1
3-methylbuta-1,2-dien-1-yl acetate

: 98391-92-5
3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 7 steps

1: 2.) Na₂SO₃, K₂HPO₄, H₂O / 1.) ether, -6 deg C to -2 deg C, 1.5 h, 2.)a) ether, 0 deg C, 30 min, b) RT, 1.5 h

2: 60 percent / triethylamine / dimethylformamide / 2 h / 0 °C

3: 1.5 g / NBS, AIBN / CCl₄ / 0.5 h / Heating

4: 90 percent / benzene / 1 h / Heating

5: 85 percent / aq. KHCO₃ / methanol / 0.5 h / Ambient temperature

6: 91 percent / (dimethylamino)pyridine / CH₂Cl₂ / 0.75 h / 0 °C

7: 0.055 g / Me₃SiOTf / CH₂Cl₂ / 1.) -78 deg C, 15 min, 2.) RT, 1 h

With dmap; dipotassium hydrogenphosphate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; water; potassium hydrogencarbonate; triethylamine; sodium sulfite; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00222a012

Reference yield:

: 94492-87-2
4-acetoxy-3-(1-methylethylidene)-2-azetidinone

: 98391-92-5
3-<(E)-1-methyl-2-((((p-nitrobenzyl)oxy)carbonyl)oxy)ethylidene>-4-<3-(((p-nitrobenzyl)oxy)carbonyl)-3-diazo-2-oxopropyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 6 steps

1: 60 percent / triethylamine / dimethylformamide / 2 h / 0 °C

2: 1.5 g / NBS, AIBN / CCl₄ / 0.5 h / Heating

3: 90 percent / benzene / 1 h / Heating

4: 85 percent / aq. KHCO₃ / methanol / 0.5 h / Ambient temperature

5: 91 percent / (dimethylamino)pyridine / CH₂Cl₂ / 0.75 h / 0 °C

6: 0.055 g / Me₃SiOTf / CH₂Cl₂ / 1.) -78 deg C, 15 min, 2.) RT, 1 h

With dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; potassium hydrogencarbonate; triethylamine; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00222a012