D-ampicillin hydrogen naphthalene-2-sulphonate

Base Information

• Chemical Name: D-ampicillin hydrogen naphthalene-2-sulphonate
• CAS No.: 1261-18-3
• Molecular Formula: C₁₀H₈O₃S*C₁₆H₁₉N₃O₄S
• Molecular Weight: 557.648

Synonyms:

Chemical Property of D-ampicillin hydrogen naphthalene-2-sulphonate

Chemical Property:

Purity/Quality:

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Technology Process of D-ampicillin hydrogen naphthalene-2-sulphonate

There total 8 articles about D-ampicillin hydrogen naphthalene-2-sulphonate 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:

2-naphthalenesulfonic acid sodium salt (532-02-5) + 6β-((R)-2-amino-2-phenyl-acetylamino)-penicillanic acid 2,2,2-trichloro-ethyl ester (52749-46-9) → D-ampicillin hydrogen naphthalene-2-sulphonate (1261-18-3)

Guidance literature:

With hydrogenchloride; In water; at 0 - 5 ℃; for 6h; Yield given; pH=1.8;

DOI:10.1016/0040-4020(84)85096-6

Reference yield:

2,2,2-trichloroethyl (1S,3S,5R,6R)-6-phenylacetamido-2,2-dimethylpenam-3-carboxylate, 1-oxide (39879-59-9) → D-ampicillin hydrogen naphthalene-2-sulphonate (1261-18-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 31.7 percent / 1,3-dibromo-5,5-dimethylhydantoin, propylene oxide / 1,2-dichloro-ethane / -15 °C / Irradiation

2: 58 percent / NaN₃ / dimethylformamide / 0.5 h

3: 79 percent / potassium iodide, acetyl chloride / dimethylformamide / 1 h / 5 °C

4: zinc dust / H₂O; acetic acid / 0.08 h / 10 °C

5: 1N HCl / H₂O / 6 h / 0 - 5 °C / pH=1.8

With hydrogenchloride; sodium azide; 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; acetyl chloride; methyloxirane; potassium iodide; zinc; In water; acetic acid; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(84)85096-6

Reference yield:

2,2,2-trichloroethyl (1S,3S,5R,6R,2'R)-6-(2'-azido-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate, 1-oxide (38015-90-6) → D-ampicillin hydrogen naphthalene-2-sulphonate (1261-18-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / potassium iodide, acetyl chloride / dimethylformamide / 1 h / 5 °C

2: zinc dust / H₂O; acetic acid / 0.08 h / 10 °C

3: 1N HCl / H₂O / 6 h / 0 - 5 °C / pH=1.8

With hydrogenchloride; acetyl chloride; potassium iodide; zinc; In water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(84)85096-6

upstream raw materials:

2-naphthalenesulfonic acid sodium salt

6β-((R)-2-amino-2-phenyl-acetylamino)-penicillanic acid 2,2,2-trichloro-ethyl ester

2,2,2-trichloroethyl (1S,3S,5R,6R)-6-phenylacetamido-2,2-dimethylpenam-3-carboxylate, 1-oxide

2,2,2-trichloroethyl (1S,3S,5R,6R,2'R)-6-(2'-azido-2'-phenylacetamido)-2,2-dimethylpenam-3-carboxylate

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