6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure

Base Information

• Chemical Name: 6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure
• CAS No.: 109880-73-1
• Molecular Formula: C₂₄H₂₄N₄O₉S
• Molecular Weight: 544.542

Synonyms:6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure

Chemical Property of 6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure

Chemical Property:

Purity/Quality:

≥90% ^*data from raw suppliers

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Technology Process of 6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure

There total 1 articles about 6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure 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: 81.0%

amoxycilline (1217495-90-3,81030-75-3) + 4-nitrobenzyl chloroformate (4457-32-3) → 6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure (109880-73-1)

Guidance literature:

With triethylamine; In tetrahydrofuran; water; -4 deg C, 15 min; room temp., 1 h;

DOI:10.1055/s-1986-31780

Reference yield:

6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure (109880-73-1) + 1-bromomethyl-4-nitro-benzene (100-11-8) → 6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure-4-nitrobenzylester (109880-74-2)

Guidance literature:

With tetrabutylammomium bromide; In water; ethyl acetate; at 50 ℃; for 5h; Yield given;

DOI:10.1055/s-1986-31780

Reference yield:

6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure (109880-73-1) → 6α-Methoxyamoxicillin (88816-56-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetra-butylammonium bromide / ethyl acetate; H₂O / 5 h / 50 °C

With tetrabutylammomium bromide; In water; ethyl acetate;

DOI:10.1055/s-1986-31780

upstream raw materials:

amoxycilline

4-nitrobenzyl chloroformate

Downstream raw materials:

6R-<<(R)-2-<4-Nitrobenzyloxycarbonyl>-amino>-2-(4-hydroxyphenyl)-acetamido>-penicillansaeure-4-nitrobenzylester

6α-Methoxyamoxicillin

(2S,6S)-6-[(R)-2-Amino-2-(3-chloro-4-hydroxy-phenyl)-acetylamino]-6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid

(S)-2-{(R)-[(R)-2-(4-Hydroxy-phenyl)-2-(4-nitro-benzyloxycarbonylamino)-acetylamino]-methoxycarbonyl-methyl}-5,5-dimethyl-thiazolidine-4-carboxylic acid 4-nitro-benzyl ester

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