179683-44-4

Basic information

• Product Name: (-)-(S)-N²-(tert-butoxycarbonyl)-N¹-(4-chlorophenyl)alaninamide
• Synonyms: (-)-(S)-N²-(tert-butoxycarbonyl)-N¹-(4-chlorophenyl)alaninamide
• CAS NO: 179683-44-4
• Molecular Weight: 298.769
• Mol File: 179683-44-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (-)-(S)-N²-(tert-butoxycarbonyl)-N¹-(4-chlorophenyl)alaninamide(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-(S)-N²-(tert-butoxycarbonyl)-N¹-(4-chlorophenyl)alaninamide(179683-44-4)
• EPA Substance Registry System: (-)-(S)-N²-(tert-butoxycarbonyl)-N¹-(4-chlorophenyl)alaninamide(179683-44-4)

Safety Data

• Hazardous Substances Data: 179683-44-4(Hazardous Substances Data)

Upstream product

• 15761-38-3 L-N-Boc-Ala 
• 106-47-8 4-chloro-aniline 
• 73371-96-7 2-<<(tert-butoxycarbonyl)oxy>imino>-2-phenylacetonitrile 
• 109208-68-6 Boc-Ala-O-COO-isoBu 

Downstream Products

• 58112-18-8 (S)-2-amino-N-p-chlorophenylpropionamide 

Relevant articles and documents

Synthesis of highly substituted imidazolidine-2,4-dione (Hydantoin) through Tf2O-mediated dual activation of Boc-protected dipeptidyl compounds

Highly substituted chiral hydantoins were readily synthesized from simple dipeptides in a single step under mild conditions. This reaction proceeded through the dual activation of an amide and a tert-butyloxycarbonyl (Boc) protecting group by Tf2O-pyridine. This method was successfully applied in the preparation of a variety of biologically active compounds, including drug analogs and natural products.

One-pot mechanosynthesis of aromatic amides and dipeptides from carboxylic acids and amines

Environmentally friendly one-pot synthesis of amides, bis-amides and dipeptides by mechanochemical carbodiimide-mediated coupling of carboxylic acids and amines is described; high reaction yields and simple aqueous work-up allow for the clean, practical and fast preparation of a variety of compounds containing the amide bond from readily accessible reagents.

Synthesis of analogues of the benzodiazepine Ro 5-3335, antagonist of Tat HIV-1. Biological evaluation by luciferase transactivation and anti-viral assay

Ro 5-3335 is a benzodiazepine which is an antagonist of the Tat protein of HIV-1. A series of Ro 5-3335-derived compounds have been synthesized in order to evaluate whether opened analogues of the benzodiazepine tricyclic structure possess biological activity. The analogues are constituted by two aromatic rings variously substituted, linked by an amino acid. The activity of these compounds has been determined by the quantification of both inhibition of Tat activity using a cell-based transfection assay and inhibition of HIV replication in acutely infected cells. No analogue provided a notable inhibition of Tat-dependent transactivation or any anti-HIV activity.