6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester

Base Information

• Chemical Name: 6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester
• CAS No.: 77819-77-3
• Molecular Formula: C₁₆H₁₅F₃N₂O₈S₂
• Molecular Weight: 484.431

Synonyms:6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester

Chemical Property of 6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester

Chemical Property:

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Technology Process of 6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester

There total 1 articles about 6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester 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:

trifluoromethane sulphonyl chloride + p-nitrobenzyl (6S)-6-hydroxypenicillanate (77819-76-2) → 6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester (77819-77-3)

Guidance literature:

Reference yield: 76.0%

potassium thiophenolate (3111-52-2) + 6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester (77819-77-3) → (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester (75722-87-1)

Guidance literature:

In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.1016/0040-4039(80)88017-8

Reference yield: 42.0%

6-alpha-trifluoromethylsulfonyloxypenicillanic acid 4-nitrobenzyl ester (77819-77-3) → 4-nitrobenzyl 6-azidopenicillanate

Guidance literature:

With lithium azide; In N,N-dimethyl-formamide; for 336h; Ambient temperature;

DOI:10.1016/0040-4039(80)88017-8

upstream raw materials:

p-nitrobenzyl (6S)-6-hydroxypenicillanate

Downstream raw materials:

(2S,5R,6R)-3,3-Dimethyl-7-oxo-6-phenylsulfanyl-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

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