benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone

Base Information

• Chemical Name: benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone
• CAS No.: 159215-20-0
• Molecular Formula: C₂₄H₂₅N₃O₁₁S₂
• Molecular Weight: 595.608

Synonyms:benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone

Chemical Property of benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone

Chemical Property:

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Technology Process of benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone

There total 4 articles about benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone 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: 81.0%

benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate (159215-16-4) → benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone (159215-20-0)

Guidance literature:

With potassium permanganate; acetic acid; In water; for 1h;

DOI:10.7164/antibiotics.47.1041

Reference yield:

benzyl (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (3956-31-8,49626-54-2,64519-71-7) → benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone (159215-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 61.8 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 81 percent / KMnO₄, 80percent AcOH / H₂O / 1 h

With potassium permanganate; acetic acid; triethylamine; In dichloromethane; water;

DOI:10.7164/antibiotics.47.1041

Reference yield:

benzyloxycarbonylmethylsulfonyl chloride (159215-13-1) → benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate sulfone (159215-20-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 61.8 percent / Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 81 percent / KMnO₄, 80percent AcOH / H₂O / 1 h

With potassium permanganate; acetic acid; triethylamine; In dichloromethane; water;

DOI:10.7164/antibiotics.47.1041

upstream raw materials:

benzyl 6-β-<(p-nitrobenzyloxycarbonyl)methylsulfonamido>penicillinate

benzyl (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

benzyloxycarbonylmethylsulfonyl chloride

benzyl alcohol

Downstream raw materials:

p-toluidine

6-β-<(carboxy)methylsulfonamido>penicillanice acid sulfone

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