Sulfisoxazole acetyl

Base Information

• Chemical Name: Sulfisoxazole acetyl
• CAS No.: 80-74-0
• Molecular Formula: C13H15 N3 O4 S
• Molecular Weight: 309.346
• Hs Code.: 2935904000
• European Community (EC) Number: 201-305-3
• UNII: WBT5QH3KED
• DSSTox Substance ID: DTXSID4023620
• Nikkaji Number: J4.254D
• Wikidata: Q27292550
• NCI Thesaurus Code: C47741
• Metabolomics Workbench ID: 154746
• ChEMBL ID: CHEMBL1200910
• Mol file: 80-74-0.mol

Synonyms:acetyl sulfisoxazole

Chemical Property of Sulfisoxazole acetyl

Chemical Property:

• Melting Point: 193-194°
• Refractive Index: 1.6320 (estimate)
• Boiling Point: 538.1±60.0 °C(Predicted)
• PKA: -0.17±0.10(Predicted)
• PSA: 114.88000
• Density: 1.404g/cm3
• LogP: 3.27740
• Water Solubility.: 80mg/L(37 oC)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 309.07832714
• Heavy Atom Count: 21
• Complexity: 482

Purity/Quality:

97% ^*data from raw suppliers

SulfisoxazoleAcetyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(ON=C1C)N(C(=O)C)S(=O)(=O)C2=CC=C(C=C2)N
• Uses: Sulfisoxazole Acetyl is an antibiotic used in the prevention of infection especially when used in conjunction with erythromycin. Antibacterial.

Technology Process of Sulfisoxazole acetyl

There total 2 articles about Sulfisoxazole acetyl 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:

sulfisoxazole (127-69-5) + acetic anhydride (108-24-7) → Sulfisoxazole acetyl (80-74-0)

Guidance literature:

Reference yield:

→ Sulfisoxazole acetyl (80-74-0)

Guidance literature:

Aequimolare Mengen N¹-<3,4-Dimethyl-5-isoxazolyl>-sulfanilamid, Acetanhydrid (neben geringen Mengen an N⁴-Acetyl-N¹-<3,4-dimethyl-5-isoxazolyl>-sulfanilamid;

Reference yield:

9-hydroxyxanthene (90-46-0) + Sulfisoxazole acetyl (80-74-0) → N-(3,4-dimethyl-isoxazol-5-yl)-N-(4-xanthen-9-ylamino-benzenesulfonyl)-acetamide (15019-07-5)

Guidance literature:

With acetic acid; In N,N-dimethyl-formamide;

DOI:10.1139/v67-233

upstream raw materials:

sulfisoxazole

acetic anhydride

Downstream raw materials:

N-(3,4-dimethyl-isoxazol-5-yl)-N-(4-xanthen-9-ylamino-benzenesulfonyl)-acetamide

Refernces

First asymmetric synthesis of a C₂-symmetric 2-endo,6-endo-disubstituted bispidine

10.1016/j.tetasy.2007.06.010

The study details the enantioselective synthesis of a C2-symmetric 2-endo,6-endo-disubstituted bispidine (3,7-diazabicyclo[3.3.1]nonane). The key chemical involved is the protected b-amino ester methyl (R)-3-{N-benzyl-N[(S)-1-phenylethyl]amino}-3-phenylpropionate, which undergoes a Michael addition to its a-methylene derivative to form an anti,anti-configured a,a-methylene-bridged bis(b-amino ester) as the major diastereomer. This intermediate is then transformed into the final product, (1R,2R,5R,6R)-2,6-diphenyl-3,7-bis((S)-1-phenylethyl)-3,7-diazabicyclo[3.3.1]nonane, through deprotection, reduction, and cyclization steps. The synthesis is significant as it provides a new route to C2-symmetric bispidines, which have potential applications in asymmetric synthesis as chiral ligands or backbones for Lewis acids. The study also explores various synthetic routes and conditions to optimize the yield and diastereoselectivity of the key Michael addition step, ultimately achieving the target compound in six steps with a 15% overall yield.