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

Base Information

Chemical Name:p-nitrobenzyl (5R,6R)-3-acetyl-2-bis(p-nitrobenzyloxycarbonyl)-6-phthalimidylpenam-3-carboxylate
CAS No.:85579-96-0
Molecular Formula:C₃₉H₂₇N₅O₁₆S
Molecular Weight:853.733
Hs Code.:

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

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Chemical Property of p-nitrobenzyl (5R,6R)-3-acetyl-2-bis(p-nitrobenzyloxycarbonyl)-6-phthalimidylpenam-3-carboxylate

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Technology Process of p-nitrobenzyl (5R,6R)-3-acetyl-2-bis(p-nitrobenzyloxycarbonyl)-6-phthalimidylpenam-3-carboxylate

There total 3 articles about p-nitrobenzyl (5R,6R)-3-acetyl-2-bis(p-nitrobenzyloxycarbonyl)-6-phthalimidylpenam-3-carboxylate 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%

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

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

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; at -15 - -10 ℃; for 2h;

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:

: 85579-94-8
p-nitrobenzyl 2-<(3R,4R)-4-bis(p-nitrobenzyloxycarbonyl)methylthio-2-oxo-3-phthalimido-1-azetidinyl>-3-hydroxycrotonate

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

Guidance literature:: Multi-step reaction with 2 steps

1: 41.6 percent / N-chlorosuccinimide / CH₂Cl₂ / 1.5 h / -78 °C

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

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