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

Base Information

• Chemical Name: <2H3>methyl (3R,4R,7S,12S)-12-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.0^4,8>dodecane-7-carboxylate
• CAS No.: 76055-85-1
• Molecular Formula: C₂₄H₃₁N₃O₆S₂
• Molecular Weight: 524.635

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

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

There total 3 articles about <2H3>methyl (3R,4R,7S,12S)-12-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.0^4,8>dodecane-7-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: 61.0%

methyl 5,5-dimethyl-4H-1,3-thiazoline-4-carboxylate (27494-11-7) + <2H3>-methyl benzylpenicillinate (76002-95-4) → <2H3>methyl (3R,4R,7S,12S)-12-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.04,8>dodecane-7-carboxylate (76055-85-1)

Guidance literature:

With iodine; In benzene; for 0.75h; Heating;

Reference yield:

Penicillin G potassium (113-98-4) → <2H3>methyl (3R,4R,7S,12S)-12-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.04,8>dodecane-7-carboxylate (76055-85-1)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 61 percent / 0.01percent iodine / benzene / 0.75 h / Heating

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

Reference yield:

benzylpenicillin-(carbonic acid ethyl ester)-anhydride (19870-47-4) → <2H3>methyl (3R,4R,7S,12S)-12-methoxycarbonyl-2-oxo-3-phenylacetamido-6,6,11,11-tetramethyl-5,10-dithia-1,8-diazatricyclo<7.3.04,8>dodecane-7-carboxylate (76055-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / triethylamine / CH₂Cl₂ / 12 h / 28 °C

2: 61 percent / 0.01percent iodine / benzene / 0.75 h / Heating

With iodine; triethylamine; In dichloromethane; benzene;

upstream raw materials:

methyl 5,5-dimethyl-4H-1,3-thiazoline-4-carboxylate

<2H3>-methyl benzylpenicillinate

Penicillin G potassium

benzylpenicillin-(carbonic acid ethyl ester)-anhydride

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