Faropenem sodium hydrate

Base Information

• Chemical Name: Faropenem sodium hydrate
• CAS No.: 122547-49-3
• Molecular Formula: C12H14NNaO5S
• Molecular Weight: 307.303
• Mol file: 122547-49-3.mol

Synonyms:2-(2'-tetrahydrofuryl)-6-hydroxyethylpenem-3-carboxylate;6-hydroxyethyl-7-oxo-3-(2-tetrahydrofuryl)-4-thia-1-azabicyclo(3.2.0)hep-2-ene-2-carboxylic acid;ALP 201;ALP-201;SUN 5555;SUN-5555;SUN5555;SY 5555;SY-5555;SY5555;WY 49605;WY-49605

Chemical Property of Faropenem sodium hydrate

Chemical Property:

• Appearance/Colour: pale yellow crystals
• Vapor Pressure: 2.23E-15mmHg at 25°C
• Boiling Point: 570.2 °C at 760 mmHg
• Flash Point: 298.7 °C
• PSA: 115.20000
• LogP: -1.02310
• Storage Temp.: ?20°C
• Solubility.: H2O: ≥20mg/mL
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 308.05686303
• Heavy Atom Count: 20
• Complexity: 477

Purity/Quality:

99% ^*data from raw suppliers

Faropenem Sodium Salt, Hemipentahydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1C2N(C1=O)C(=C(S2)C3CCCO3)C(=O)O)O.[Na]
• Isomeric SMILES: C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)[C@H]3CCCO3)C(=O)O)O.[Na]
• Uses: Faropenem is an orally active beta-lactam antibiotic belonging to the penem group.

Technology Process of Faropenem sodium hydrate

There total 10 articles about Faropenem sodium hydrate 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: 86.5%

(5R,6S)-6-((R)-1-hydroxyethyl)-2-((R)-tetrahydro-2-furyl)penem-3-carboxylic acid allyl ester (106559-80-2) → Furopenem (122547-49-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; sodium 2-ethylhexanoic acid; In water; ethyl acetate; at 20 ℃; for 5h; Inert atmosphere; Large scale reaction;

DOI:10.1021/op100094p

Reference yield:

faropenem (106560-14-9,106560-15-0) → Furopenem (122547-49-3)

Guidance literature:

With sodium 2-ethylhexanoic acid; In tetrahydrofuran; water; at 20 ℃; for 2h;

Reference yield:

C19H21NO5S → Furopenem (122547-49-3)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; In water; ethyl acetate; at 25 - 35 ℃; for 16h;

upstream raw materials:

(5R,6S)-6-((R)-1-hydroxyethyl)-2-((R)-tetrahydro-2-furyl)penem-3-carboxylic acid allyl ester

(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

R-(+)-thio tetrahydrofuran-2-carboxylic acid

(R)-Tetrahydro-furan-2-carbothioic acid S-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl} ester

Downstream raw materials:

Sodium; (5S,6S)-6-((R)-1-hydroxy-ethyl)-7-oxo-3-(R)-tetrahydro-furan-2-yl-4-thia-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylate

Refernces

• 1、 -. "New intermediate of faropenem sodium as well as preparation method and application thereof (by machine translation)". . . Retrieved 2019/09/17.
• 2、 -. "A synthesis method of faropenem sodium". . . Retrieved 2017/07/14.