<2H3>methyl (3R,4R,7S,12S)-7-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.0^4,8>dodecane-12-carboxylate

Base Information

• Chemical Name: <2H3>methyl (3R,4R,7S,12S)-7-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.0^4,8>dodecane-12-carboxylate
• CAS No.: 76055-86-2
• Molecular Formula: C₂₄H₃₁N₃O₆S₂
• Molecular Weight: 524.635

Synonyms:

Chemical Property of <2H3>methyl (3R,4R,7S,12S)-7-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.0^4,8>dodecane-12-carboxylate

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of <2H3>methyl (3R,4R,7S,12S)-7-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.0^4,8>dodecane-12-carboxylate

There total 4 articles about <2H3>methyl (3R,4R,7S,12S)-7-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.0^4,8>dodecane-12-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: 52.0%

penicillin G methyl ester (653-89-4) + <2H3>methyl (4S)-5,5-dimethylthiazoline-4-carboxylate (76002-96-5) → <2H3>methyl (3R,4R,7S,12S)-7-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.04,8>dodecane-12-carboxylate (76055-86-2)

Guidance literature:

With iodine; In benzene; for 0.5h; Heating;

Reference yield:

Penicillin G potassium (113-98-4) → <2H3>methyl (3R,4R,7S,12S)-7-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.04,8>dodecane-12-carboxylate (76055-86-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / triethylamine hydrochloride / CH₂Cl₂ / 1 h / -78 °C

2: 78 percent / triethylamine / CH₂Cl₂ / 12 h / 28 °C

3: 60 percent / trifluoracetic acid / 0.5 h / Heating

4: 52 percent / 0.01percent iodine / benzene / 0.5 h / Heating

With iodine; triethylamine hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane; benzene;

Reference yield:

<2H3>-methyl benzylpenicillinate (76002-95-4) → <2H3>methyl (3R,4R,7S,12S)-7-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.04,8>dodecane-12-carboxylate (76055-86-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / trifluoracetic acid / 0.5 h / Heating

2: 52 percent / 0.01percent iodine / benzene / 0.5 h / Heating

With iodine; trifluoroacetic acid; In benzene;

upstream raw materials:

penicillin G methyl ester

<2H3>methyl (4S)-5,5-dimethylthiazoline-4-carboxylate

Penicillin G potassium

<2H3>-methyl benzylpenicillinate

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