4-Amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide, CAS No. 169280-56-2

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169280-56-2

Catalog No. EBD232036

CAS 169280-56-2

Name 4-Amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide

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Basic Information

Synonyms: 4-amino-n-[(2r,3s)-3-amino-2-hydroxy-4-phenylbutyl]-n-isobutylbenzene-1-sulfonamide 4-amino-n-[(2r,3s)-3-amino-2-hydroxy-4-phenylbutyl]-n-(2-methylpropyl)benzenesulfonamide benzenesulfonamide,4-amino-n-[(2r,3s)-3-amino-2-hydroxy-4-phenylbutyl]-n-(2-methylpropyl)- (2r,3s)-n-(3-amino-2-hydroxy-4-phenylbutyl)-n-isobutyl-4-amino-benzenesulfonamide 4-amino-n-(3-amino-2-hydroxy-4-phenylbutyl)benzenesulfonamide 4-amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzene-1-sulfonamide 4-Amino-N-[(2r,3s)-3-Amino-2-Hydroxy-4-Phenylbutyl]-N-Isobutylbenzenesulfonamide(D7) 4-Amino-N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide

Molecular Formula: C20H29N3O3S

Molecular Weight: 391.53

MDL Number: MFCD16251177

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > APIs and Their Salts > Antineoplastic Agents

Product Description:

4-Amino-N-[(2R,3S)-3-amino-2-hydroxy-4-phenylbutyl]-N-isobutylbenzenesulfonamide is a key chiral intermediate in the synthesis of Nelfinavir Mesylate. Nelfinavir is a potent and selective inhibitor of the human immunodeficiency virus (HIV) protease, used as an antiretroviral drug for the treatment of HIV infection and AIDS. This compound features a complex molecular architecture containing a benzenesulfonamide core, a chiral phenylbutylamine side chain with both amino and hydroxy functionalities, and an isobutyl group. Its synthesis and availability as a defined stereoisomer are critical for the production of the active pharmaceutical ingredient (API) with the correct three-dimensional configuration required for effective protease inhibition. As a specialized building block, it is not a general-purpose synthetic reagent but is specifically designed and utilized in the multi-step synthesis of a targeted therapeutic agent. Its primary industrial significance lies in its role within the pharmaceutical supply chain for antiretroviral medications.

Physical Properties

Boiling Point: 609.105 °C at 760 mmHg

Flash Point: 322.175 °C

Density: 1.226 g/cm3