(5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate

Base Information

• Chemical Name: (5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate
• CAS No.: 95477-81-9
• Molecular Formula: C₇H₈O₃S*C₁₆H₂₂N₂O₆S
• Molecular Weight: 542.631

Synonyms:(5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate

Chemical Property of (5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate

Chemical Property:

Purity/Quality:

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Technology Process of (5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate

There total 3 articles about (5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate 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:

6-Aminopenicillanic Acid (551-16-6) → (5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate (95477-81-9)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂; methanol / 2 h / Ambient temperature

3: ethyl acetate / 0.5 h / 5 - 10 °C

With triethylamine; In methanol; dichloromethane; ethyl acetate;

DOI:10.1248/cpb.32.4316

Reference yield:

p-toluenesulfonic acid monohydrate (6192-52-5) + (2S,5R,6R)-6-((Z)-2-Carboxy-1-methyl-vinylamino)-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 5-tert-butyl-2-oxo-[1,3]dioxol-4-ylmethyl ester → (5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate (95477-81-9)

Guidance literature:

In ethyl acetate; at 5 - 10 ℃; for 0.5h; Yield given;

DOI:10.1248/cpb.32.4316

Reference yield:

triethylammonium 6β-(1-methyl-2-methoxycarbonylvinylamino)penicillanate (87106-40-9) → (5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl 6β-aminopenicillanate p-toluenesulfonate (95477-81-9)

Guidance literature:

Multi-step reaction with 2 steps

2: ethyl acetate / 0.5 h / 5 - 10 °C

In ethyl acetate;

DOI:10.1248/cpb.32.4316

upstream raw materials:

p-toluenesulfonic acid monohydrate

6-Aminopenicillanic Acid

triethylammonium 6β-(1-methyl-2-methoxycarbonylvinylamino)penicillanate

Downstream raw materials:

ampicillin (5-tert-butyl-2-oxo-1,3-dioxolen-4-yl)methyl ester hydrochloride

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