6-aminopenicillanic acid p-nitrobenzyl ester

Base Information

• Chemical Name: 6-aminopenicillanic acid p-nitrobenzyl ester
• CAS No.: 29750-72-9
• Molecular Formula: C₁₅H₁₇N₃O₅S
• Molecular Weight: 351.383

Synonyms:6-aminopenicillanic acid p-nitrobenzyl ester

Chemical Property of 6-aminopenicillanic acid p-nitrobenzyl ester

Chemical Property:

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Technology Process of 6-aminopenicillanic acid p-nitrobenzyl ester

There total 6 articles about 6-aminopenicillanic acid p-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:

6-Aminopenicillanic Acid (551-16-6) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 6-aminopenicillanic acid p-nitrobenzyl ester (29750-72-9)

Guidance literature:

6-Aminopenicillanic Acid; With triethylamine; In acetone; at 0 ℃; for 0.5h;

1-bromomethyl-4-nitro-benzene; In acetone; at 0 ℃; for 4h;

DOI:10.1021/ja048850s

Reference yield:

6β-(3-oxo-3H-isobenzofuran-1-ylideneamino)-penicillanic acid 4-nitro-benzyl ester → 6-aminopenicillanic acid p-nitrobenzyl ester (29750-72-9)

Guidance literature:

With hydrazine; In tetrahydrofuran;

DOI:10.1021/ja00852a044

Reference yield:

p-nitrobenzyl 6β-phthalimidylpenicillanate (35160-71-5) → 6-aminopenicillanic acid p-nitrobenzyl ester (29750-72-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Na₂S*9H₂O / acetone; H₂O

2: DCC

3: N₂H₄ / tetrahydrofuran

With sodium sulfide; dicyclohexyl-carbodiimide; hydrazine; In tetrahydrofuran; water; acetone;

DOI:10.1021/ja00852a044

upstream raw materials:

p-nitrobenzyl 6β-aminopenicillanate p-toluenosulfonic acid salt

6-Aminopenicillanic Acid

1-bromomethyl-4-nitro-benzene

p-nitrobenzyl 6β-phthalimidylpenicillanate

Downstream raw materials:

(2S,5R,6R)-1-aza-3,3'-dimethyl-6-(5-N-benzyloxycarbonylaminopentanamido)-7-oxo-4-thiabicyclo<3.2.0>heptane-2-carboxylic acid p-nitrobenzyl ester

p-nitrobenzyl 6β-tritylaminopenicillanate

p-nitrobenzyl 6β-tritylaminopenicillanate 1β-oxide

2-[(2R,3R)-2-(2,5-Dioxo-pyrrolidin-1-ylsulfanyl)-4-oxo-3-(trityl-amino)-azetidin-1-yl]-3-methyl-but-2-enoic acid 4-nitro-benzyl ester

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