2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester

Base Information

Chemical Name:2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester
CAS No.:85579-93-7
Molecular Formula:C₄₀H₃₁N₅O₁₅S
Molecular Weight:853.777
Hs Code.:

2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester

Synonyms:2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester

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Chemical Property of 2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester

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Technology Process of 2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester

There total 1 articles about 2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester 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: 86.0%

: 35160-71-5
p-nitrobenzyl 6β-phthalimidylpenicillanate

: 82551-61-9
di-p-nitrobenzyl α-diazomalonate

: 85579-93-7
2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester

Guidance literature:: With rhodium(II) acetate; In dichloromethane; benzene; at 70 - 80 ℃; for 10h;

Reference yield:

: 85579-93-7
2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester

: 85579-96-0
p-nitrobenzyl (5R,6R)-3-acetyl-2-bis(p-nitrobenzyloxycarbonyl)-6-phthalimidylpenam-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) ozone, 2.) dimethyl sulfide / 1.) methylene dichloride, -78 deg C, 2.) methylene dichloride, RT, 12 h

2: 41.6 percent / N-chlorosuccinimide / CH₂Cl₂ / 1.5 h / -78 °C

3: 66 percent / potassium tert-butoxide / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / -15 - -10 °C

With N-chloro-succinimide; dimethylsulfide; potassium tert-butylate; ozone; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;

Reference yield:

: 85579-93-7
2-{(2R,3R)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1-[(R)-2-methyl-1-(4-nitro-benzyloxycarbonyl)-allyl]-4-oxo-azetidin-2-ylsulfanyl}-malonic acid bis-(4-nitro-benzyl) ester

: 85597-67-7
p-nitrobenzyl 2-chloro-2-<(3R,4R)-4-bis(p-nitrobenzyloxycarbonyl)methylthio-2-oxo-3-phthalimido-1-azetidinyl>acetoacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) ozone, 2.) dimethyl sulfide / 1.) methylene dichloride, -78 deg C, 2.) methylene dichloride, RT, 12 h

2: 41.6 percent / N-chlorosuccinimide / CH₂Cl₂ / 1.5 h / -78 °C

With N-chloro-succinimide; dimethylsulfide; ozone; In dichloromethane;