934841-17-5

Basic information

• Product Name: (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydro-furan-2-yl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester
• Synonyms: (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydro-furan-2-yl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester;(3S,5S)-3-(1-Methylethyl)-2-oxo-5-[(2S,4S)-tetrahydro-4-(1-methylethyl)-5-oxo-2-furanyl]-1-pyrrolidinecarboxylic acid tert-butyl ester;3-(1-Methylethyl)-2-oxo-5-[(2S,4S)-tetrahydro-4-(1-Methylethyl)-5-oxo-2-furanyl]-, 1,1-diMethylethyl ester, (3S,5S)-1-Pyrrolidinecarboxylic acid;(3S,5S)-tert-Butyl 3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-2-oxopyrrolidine;1-Pyrrolidinecarboxylic acid, 3-(1-Methylethyl)-2-oxo-5- (2S,4S)-tetrahydro-4-(1-Methylethyl)-5-oxo-2-furanyl -, 1,1-diMethylethyl ester, (3S,5S)-;(3S,5S)-tert-Butyl 3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-2-oxopyrrolid
• CAS NO: 934841-17-5
• Molecular Formula: C₁₉H₃₁NO₅
• Molecular Weight: 353.45314
• Mol File: 934841-17-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.112
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydro-furan-2-yl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydro-furan-2-yl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester(934841-17-5)
• EPA Substance Registry System: (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydro-furan-2-yl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester(934841-17-5)

Safety Data

• Hazardous Substances Data: 934841-17-5(Hazardous Substances Data)

Usage

General Description

The chemical compound (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydro-furan-2-yl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester is a complex organic molecule with a molecular formula C22H37NO4. It consists of carbon, hydrogen, nitrogen, and oxygen atoms arranged in a specific three-dimensional structure. (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxotetrahydro-furan-2-yl)-2-oxopyrrolidine-1-carboxylic acid tert-butyl ester is a derivative of pyrrolidine and contains an ester group. It is commonly used in research and pharmaceutical applications where its specific chemical properties can be utilized for various purposes such as drug development, chemical synthesis, and biological studies. The tert-butyl ester group attached to the carboxylic acid moiety enhances the compound's stability and may also affect its pharmacokinetic properties.

Upstream product

• 934841-30-2 (3S,5S)-3-isopropyl-5-((2S,4S)-4-isopropyl-5-oxo-tetrahydro-furan-2-yl)pyrrolidin-2-one 
• 24424-99-5 di-tert-butyl dicarbonate 
• 108-12-3 isopentanoyl chloride 
• 145589-03-3 (S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one 
• 173154-00-2 (S)-4-benzyl-3-((2S,4R)-4-bromo-2-isopropyl-4-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-butanoyl)oxazolidin-2-one 
• 1068437-95-5 [(4S)-2-hydroxy-4-hydroxymethyl-1-(2-hydroxymethyl-3-methyl-butyl)-5-methyl-hexyl]-carbamic acid tert-butyl ester 

Downstream Products

• 934841-22-2 C₃₀H₄₇NO₈ 
• 866030-35-5 tert-butyl {(1S,3S)-1-((2S,4S)-4-isopropyl-5-oxotetrahydrofuran-2-yl)-3-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl}carbamate 

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.

ORGANIC COMPOUNDS

The invention related to a novel process, novel process steps and novel intermediates useful in the synthesis of pharmaceutically active compounds, especially renin inhibitors, such as Aliskiren. Inter alia, the invention relates to a process for the manufacture of a compound of the formula II, or a salt thereof, and a compound of formula Vl or a salt thereof, wherein R3 and R4 as well as Act are as defined in the specification, and processes of manufacturing these. Additionally transformation of compounds (Vl) with metallo organic compounds (VII) give rise to the new compounds (VMI) which are direct precursors for the preparation of Aliskiren.