173154-00-2

Basic information

• Product Name: (S)-4-Benzyl-3-((S)2-((R) -2-BroMo-2((2S,4S)-4-isopropyl-5- oxo-tetrahydro-furan-2-yl)-3-Methyl-butyryl)-oxaxolidin-2-one
• Synonyms: (S)-4-Benzyl-3-((S)2-((R) -2-BroMo-2((2S,4S)-4-isopropyl-5- oxo-tetrahydro-furan-2-yl)-3-Methyl-butyryl)-oxaxolidin-2-one;2-Oxazolidinone,3-[(2S,4R)-4-bromo-2-(1-methylethyl)-1-oxo-4-[(2S,4S)-tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]butyl]-4-(phenylmethyl)-, (4S)-;(4S)-4-benzyl-3-[(2S,4R)-4-bromo-2-isopropyl-4-[(2S,4S)-4-isopropyl-5-oxo-tetrahydrofuran-2-yl]butanoyl]oxazolidin-2-one;3(S)-Isopropyl-5(S)-{1 (R)-bromo-4-methyl-3(S)-[(4(S)-benzyloxazolidin-2-on-3-yl)-carbonyl]-pentyl}-tetrahydrofuran-2-one
• CAS NO: 173154-00-2
• Molecular Formula: C₂₄H₃₂BrNO₅
• Molecular Weight: 494.41858
• EINECS: 1312995-182-4
• Product Categories: aliskiren
• Mol File: 173154-00-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 91.2 °C
• Boiling Point: 626.2°C at 760 mmHg
• Flash Point: 332.5°C
• Appearance: /
• Density: 1.315g/cm³
• Vapor Pressure: 1.35E-15mmHg at 25°C
• Refractive Index: 1.553
• PKA: -2.37±0.40(Predicted)
• CAS DataBase Reference: (S)-4-Benzyl-3-((S)2-((R) -2-BroMo-2((2S,4S)-4-isopropyl-5- oxo-tetrahydro-furan-2-yl)-3-Methyl-butyryl)-oxaxolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-Benzyl-3-((S)2-((R) -2-BroMo-2((2S,4S)-4-isopropyl-5- oxo-tetrahydro-furan-2-yl)-3-Methyl-butyryl)-oxaxolidin-2-one(173154-00-2)
• EPA Substance Registry System: (S)-4-Benzyl-3-((S)2-((R) -2-BroMo-2((2S,4S)-4-isopropyl-5- oxo-tetrahydro-furan-2-yl)-3-Methyl-butyryl)-oxaxolidin-2-one(173154-00-2)

Safety Data

• Hazardous Substances Data: 173154-00-2(Hazardous Substances Data)

Usage

General Description

The chemical compound "(S)-4-Benzyl-3-((S)2-((R) -2-BroMo-2((2S,4S)-4-isopropyl-5-oxo-tetrahydro-furan-2-yl)-3-Methyl-butyryl)-oxaxolidin-2-one" is a complex molecule composed of various functional groups. It consists of a benzyl group, a bromo-substituted oxazolidinone ring, and a tetrahydrofuran ring with an isopropyl and methyl-butyryl substituent. The compound has multiple chiral centers, indicated by the (S) and (R) prefixes, resulting in a stereochemically complex structure. (S)-4-Benzyl-3-((S)2-((R) -2-BroMo-2((2S,4S)-4-isopropyl-5- oxo-tetrahydro-furan-2-yl)-3-Methyl-butyryl)-oxaxolidin-2-one likely has diverse applications in organic chemistry, pharmaceuticals, and material science due to its intricate structure and potential reactivity.

InChI:InChI=1/C24H32BrNO5/c1-14(2)18(11-20(25)21-12-19(15(3)4)23(28)31-21)22(27)26-17(13-30-24(26)29)10-16-8-6-5-7-9-16/h5-9,14-15,17-21H,10-13H2,1-4H3/t17-,18-,19-,20+,21-/m0/s1

Upstream product

• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 108-12-3 isopentanoyl chloride 
• 145589-03-3 (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one 

Downstream Products

• 173154-01-3 (S)-3-((2S,4S)-4-azido-2-isopropyl-4-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)butanoyl)-4-benzyloxazolidin-2-one 
• 934841-17-5 (3S,5S)-tert-butyl-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-2-oxopyrrolidine-1-carboxylate 
• 934841-30-2 (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxo-tetrahydro-furan-2-yl)pyrrolidin-2-one 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 

Relevant articles and documents

A Facile, Six-Step Process for the Synthesis of (3 S,5 S)-3-Isopropyl-5-((2 S,4 S)-4-isopropyl-5-oxo-tetrahydrofuran-2-yl)-2-oxopyrrolidine-1-carboxylic Acid tert -Butyl Ester, the Key Synthetic Intermediate of Aliskiren

A facile, six-step process for the synthesis of (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydro- furan-2-yl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester from (S)-4-benzyloxazolidin-2-one 2 in an overall 50% yield is reported. The key transformations include: a highly efficient diastereoselective epoxidation, Lewis acid-catalyzed ring-opening with bromide, an SN2 reaction using NaN3, and a tandem reduction-cyclization reaction.

DELTA-AMINO-GAMMA-HYDROXY-OMEGA-ARYL-ALKANOIC ACID AMIDES

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