162221-28-5

Basic information

• Product Name: [(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]methyl 4-nitrobenzenesulfonate
• Synonyms: 162221-28-5; 416-360-0; T5MVOTJ D1OSWR DNW& E1R & & (4S,5S)- Form
• CAS NO: 162221-28-5
• Molecular Formula: C₁₇H₁₆N₂O₇S
• Molecular Weight: 392.3831
• EINECS: 416-360-0
• Mol File: 162221-28-5.mol

Chemical Properties

• Boiling Point: 667.181°C at 760 mmHg
• Flash Point: 357.299°C
• Density: 1.422g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.602
• PKA: 11.79±0.60(Predicted)
• CAS DataBase Reference: [(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]methyl 4-nitrobenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: [(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]methyl 4-nitrobenzenesulfonate(162221-28-5)
• EPA Substance Registry System: [(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]methyl 4-nitrobenzenesulfonate(162221-28-5)

Safety Data

• Hazardous Substances Data: 162221-28-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
[(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]methyl 4-nitrobenzenesulfonate is used as a protecting group for amines in organic synthesis for the protection of amine functional groups during chemical reactions. This protection is crucial to prevent unwanted side reactions and ensure the selective formation of the desired product.
Used as a Precursor in Organic Synthesis:
In the field of chemical research, [(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]methyl 4-nitrobenzenesulfonate is used as a precursor for the synthesis of various organic compounds. Its unique structure and functional groups make it a suitable starting material for the development of new molecules with potential applications in various industries, such as pharmaceuticals, materials science, and agrochemicals.
Used in Chemical Research:
[(4S,5S)-4-benzyl-2-oxo-1,3-oxazolidin-5-yl]methyl 4-nitrobenzenesulfonate is utilized in chemical research to explore its reactivity and potential applications in the synthesis of complex molecules. Researchers in academia and industry are interested in its ability to undergo selective reactions and functional group transformations, which can lead to the discovery of new synthetic methods and the development of novel compounds with specific properties and applications.

Upstream product

• 32150-91-7 phthaloyl-L-phenylalanyl chloride 
• 5123-55-7 Nα-phthaloyl-L-phenylalanine 
• 55722-86-6 (2S)-1-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-3-phenylpropanal 
• 162221-36-5 (4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid methyl ether 
• 147976-18-9 (4S,5S)-4-benzyl-2-oxo-oxazolidine-5-carboxylic acid 
• 63-91-2 L-phenylalanine 
• 147976-16-7 (4S,5S)-5-hydroxymethyl-4-phenylmethyloxazolidinone 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 161525-75-3 (2S,3S)-2-hydroxy-3-phthalimido-4-phenylbutyronitrile 

Downstream Products

• 136522-18-4 2-<3(S)-<amino>-2(R)-hydroxy-4-phenylbutyl>-N-tert-butyldecahydro-(4aS,8aS)-isoquinoline-3(S)-carboxamide 
• 136522-17-3 cis-N-butyldecahydro-2-<2(R)-hydroxy-4-phenyl-3(S)-aminobutyl>-(4aS,8aS)-isoquinoline-3(S)-carboxamide 
• 127779-20-8 Saquinavir 

Relevant articles and documents

Synthesis of the HIV-proteinase inhibitor Saquinavir: A challenge for process research

The task of process research, namely developing efficient, economically and technically as well as ecologically feasible syntheses in time, is demonstrated on the HIV-proteinase inhibitor Saquinavir (1), a complex molecule comprising six stereo-centres. Based on the first 26-step research synthesis furnishing a 10% overall yield, process research established a new, short 11-step synthesis affording a 50% overall yield.