4-methoxybenzyl 6α-hydroxypenicillanate

Base Information

• Chemical Name: 4-methoxybenzyl 6α-hydroxypenicillanate
• CAS No.: 75722-76-8
• Molecular Formula: C₁₆H₁₉NO₅S
• Molecular Weight: 337.397

Synonyms:4-methoxybenzyl 6α-hydroxypenicillanate

Chemical Property of 4-methoxybenzyl 6α-hydroxypenicillanate

Chemical Property:

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Technology Process of 4-methoxybenzyl 6α-hydroxypenicillanate

There total 2 articles about 4-methoxybenzyl 6α-hydroxypenicillanate 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: 13.0%

6-α-hydroxypenicillanic acid (15058-64-7) + 4-chloromethoxybenzene (623-12-1) → 4-methoxybenzyl 6α-hydroxypenicillanate (75722-76-8)

Guidance literature:

With sodium hydrogencarbonate; In water; triethylamine; N,N-dimethyl-formamide;

Reference yield:

6-α-hydroxypenicillanic acid (15058-64-7) + p-methoxybenzyl chloride (824-94-2) → 4-methoxybenzyl 6α-hydroxypenicillanate (75722-76-8)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 17h;

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

Reference yield: 70.0%

4-methoxybenzyl 6α-hydroxypenicillanate (75722-76-8) + benzylamine (100-46-9) → (2R,4S)-2-((S)-Benzylcarbamoyl-hydroxy-methyl)-5,5-dimethyl-thiazolidine-4-carboxylic acid 4-methoxy-benzyl ester

Guidance literature:

In dichloromethane;

upstream raw materials:

6-α-hydroxypenicillanic acid

p-methoxybenzyl chloride

4-chloromethoxybenzene

Downstream raw materials:

4-methoxybenzyl 6α-trifloxypenicillanate

6β-iodopenicillanic acid

4-methoxybenzyl 6β-iodopenicillanate

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