Sulfoxide benzyl ester penoxymethylene cyllyn acid

Base Information

• Chemical Name: Sulfoxide benzyl ester penoxymethylene cyllyn acid
• CAS No.: 4052-69-1
• Molecular Formula: C23H24 N2 O6 S
• Molecular Weight: 456.519
• Mol file: 4052-69-1.mol

Synonyms:4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-, benzyl ester, 4-oxide (8CI);Penicillin V, benzyl ester, S-oxide (7CI); Penicillin V 1-oxide benzyl ester;Penicillin V sulfoxide benzyl ester; Phenoxymethylpenicillin S-oxide benzylester

Chemical Property of Sulfoxide benzyl ester penoxymethylene cyllyn acid

Chemical Property:

• PSA: 121.22000
• LogP: 2.56590

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Sulfoxide benzyl ester penoxymethylene cyllyn acid

There total 3 articles about Sulfoxide benzyl ester penoxymethylene cyllyn acid 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: 95.0%

(2S,5R,6R)-benzyl-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (1256-06-0) → penicillin-V β-sulfoxide benzyl ester (4052-69-1)

Guidance literature:

With dihydrogen peroxide; acetic acid; In dichloromethane; for 48h; Ambient temperature;

Reference yield:

benzyl bromide (100-39-0) → penicillin-V β-sulfoxide benzyl ester (4052-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / Ambient temperature

2: NaIO₄ / dioxane

With sodium periodate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jo01051a061

Reference yield:

penicillin V potassium (132-98-9) → penicillin-V β-sulfoxide benzyl ester (4052-69-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dimethylformamide / Ambient temperature

2: NaIO₄ / dioxane

With sodium periodate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jo01051a061

upstream raw materials:

(2S,5R,6R)-benzyl-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

benzyl bromide

penicillin V potassium

Downstream raw materials:

6,6-bis-ethoxycarbonylamino-1β-oxo-1λ⁴-penicillanic acid benzyl ester

phenoxymethylpenicillin sulfoxide

(R)-3-methyl-2-((1R)-7-oxo-3-phenoxymethyl-(1rH,5cH)-4-thia-2,6-diaza-bicyclo[3.2.0]hept-2-en-6-yl)-but-3-enoic acid benzyl ester

(-)-isodehydrovaline benzyl ester hydrochloride

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