Phenoxomethylpenicilloyl

Base Information

• Chemical Name: Phenoxomethylpenicilloyl
• CAS No.: 123314-55-6
• Molecular Formula: C₁₆H₂₀N₂O₆S
• Molecular Weight: 368.411
• UNII: NZ5SA3RU9Q
• Nikkaji Number: J1.921.416H
• Wikidata: Q76393557

Synonyms:phenoxomethylpenicilloyl;penicilloyl V;35P;phenoxymethylpenicilloyl;NZ5SA3RU9Q;Epitope ID:116055;Phenoxymethylpenicilloic acid;CHEBI:53703;123314-55-6;2-Thiazolidineacetic acid, 4-carboxy-5,5-dimethyl-alpha-[(2-phenoxyacetyl)amino]-, (alphaR,2R,4S)-;4-Carboxy-5,5-dimethyl-alpha-[(2-phenoxyacetyl)amino]-2-thiazolidineacetic acid, (alphaR,2R,4S)-

Chemical Property of Phenoxomethylpenicilloyl

Chemical Property:

• XLogP3: -1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 368.10420754
• Heavy Atom Count: 25
• Complexity: 521

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C(NC(S1)C(C(=O)O)NC(=O)COC2=CC=CC=C2)C(=O)O)C
• Isomeric SMILES: CC1([C@@H](N[C@H](S1)[C@@H](C(=O)O)NC(=O)COC2=CC=CC=C2)C(=O)O)C

Technology Process of Phenoxomethylpenicilloyl

There total 8 articles about Phenoxomethylpenicilloyl 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:

(4S)-2t-[(R)-tert-butoxycarbonyl-(2-phenoxy-acetylamino)-methyl]-5,5-dimethyl-thiazolidine-4r-carboxylic acid (1057-37-0,1105-48-2) → (R)-((2R)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenoxy-acetylamino)-acetic acid (123314-55-6,14324-02-8,33823-37-9)

Guidance literature:

With hydrogenchloride; dichloromethane;

DOI:10.1021/ja01521a044

Reference yield:

Phenoxyacetyl chloride (701-99-5) → (R)-((2R)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenoxy-acetylamino)-acetic acid (123314-55-6,14324-02-8,33823-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; CH₂Cl₂

2: HCl; CH₂Cl₂

With hydrogenchloride; dichloromethane; triethylamine;

DOI:10.1021/ja01521a044

Reference yield:

(4S)-2t-((R)-amino-tert-butoxycarbonyl-methyl)-5,5-dimethyl-thiazolidine-4r-carboxylic acid (1030-50-8) → (R)-((2R)-4t-carboxy-5,5-dimethyl-thiazolidin-2r-yl)-(2-phenoxy-acetylamino)-acetic acid (123314-55-6,14324-02-8,33823-37-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; CH₂Cl₂

2: HCl; CH₂Cl₂

With hydrogenchloride; dichloromethane; triethylamine;

DOI:10.1021/ja01521a044

upstream raw materials:

penicilin V

(4S)-2t-[(R)-tert-butoxycarbonyl-(2-phenoxy-acetylamino)-methyl]-5,5-dimethyl-thiazolidine-4r-carboxylic acid

3,3-dimethyl-D-cysteine

Phenoxyacetyl chloride

Downstream raw materials:

penicilin V

rac-6β-(2-phenoxy-acetylamino)-penicillanic acid

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