61898-55-3

Basic information

• Product Name: 2H-Pyran-2-one, tetrahydro-4-methyl-, (R)-
• CAS NO: 61898-55-3
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Mol File: 61898-55-3.mol
• Article Data: 44

Chemical Properties

• CAS DataBase Reference: 2H-Pyran-2-one, tetrahydro-4-methyl-, (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-Pyran-2-one, tetrahydro-4-methyl-, (R)-(61898-55-3)
• EPA Substance Registry System: 2H-Pyran-2-one, tetrahydro-4-methyl-, (R)-(61898-55-3)

Safety Data

• Hazardous Substances Data: 61898-55-3(Hazardous Substances Data)

Upstream product

• 2381-87-5 4-methyl-5,6-dihydro-2H-pyran-2-one 
• 3393-45-1 5,6-dihydro-pyran-2-one 
• 1757-42-2 3-methyl-cyclopentanone 
• 63473-60-9 (R)-3-methylpentanedioic acid monomethyl ester 
• 83588-21-0 5-Methoxymethoxy-3-methyl-pentanoic acid 
• 107442-11-5 (R)-5-Hydroxy-3-methyl-pentanoic acid phenylamide 
• 32365-96-1 methyl 3-(R)-methyl-5-hydroxypentanoate 
• 145610-22-6 (R)-5-Hydroxy-3-methyl-pentanoic acid 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 68702-74-9 methyl 3-(R)-methyl-5-hydroxypentanoate 
• 79936-62-2 methyl (3R)-3-methyl-5-oxopentanoate 
• 114912-67-3 3-methylglutaric acid monobutyl ester 
• 917-54-4 methyllithium 
• 117711-44-1 (S)-(+)-p-anisylpentenolide sulfoxide 

Downstream Products

• 956223-78-2 C₄₄H₆₂O₄Si₂ 
• 956223-79-3 C₄₇H₆₈O₆Si₂ 
• 956223-80-6 C₅₄H₇₆O₆Si₂ 
• 956223-85-1 C₃₅H₄₉N₃O₅ 
• 956223-82-8 C₄₄H₇₃N₃O₅Si₂ 
• 956223-83-9 C₂₄H₃₅N₃O₄ 
• 108781-63-1 (R)-5-Benzyloxy-3-methyl-pentanoic acid 
• 108781-62-0 (R)-5-Benzyloxy-3-methyl-pentanoic acid benzyl ester 
• 108781-56-2 (R)-5-Benzyloxy-3-methyl-pentanoic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 108781-59-5 (2S,3R)-5-Benzyloxy-2-hydroxy-3-methyl-pentanoic acid (1R,2S,3R,4S)-3-[benzenesulfonyl-(3,5-dimethyl-phenyl)-amino]-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl ester 
• 108781-64-2 (2S,3R)-5-Benzyloxy-2-hydroxy-3-methyl-pentanoic acid 
• 108781-64-2 (2R,3R)-5-Benzyloxy-2-hydroxy-3-methyl-pentanoic acid 
• 116415-56-6 1-t-butyldimethylsilyloxy (S)-3,9-dimethyl 6-phenylsulfonyl (E)-5,8-decadiene 
• 116415-54-4 1-t-butyldimethylsilyloxy (R)-3,9-dimethyl (R,S)-6-phenylsulfonyl 8-decen (R,S)-5-ol 

Relevant articles and documents

On the total synthesis of (S)-methanophenazine and the formal synthesis of (R)-methanophenazine from a common precursor

Methanophenazine is a new cofactor from methanogenic archaea. (S)-Methanophenazine has been synthesized from three building blocks, i.e. 2-hydroxy-phenazine, ethyl (R)-3-methylglutarate and (E,E)-farnesyl acetone; a stereodivergent approach from ethyl (R)-3-methylglutarate warrants the formal synthesis of (R)-methanophenazine. (C) 2000 Elsevier Science Ltd.

Tandem intermolecular alkylation-intramolecular robinson annelation: A novel and stereoselective construction of the octalin skeleton - Expeditious synthesis of (-)-tanabalin

Tanabalin (1), an insect antifeedant, was synthesized in optically active form employing a known δ-lactone (F) as the only source of chirality. The key step is a tandem intermolecular alkylation-intramolecular Robinson annelation to construct the trans-octalin skeleton.

Biocatalytic Characterization of Human FMO5: Unearthing Baeyer-Villiger Reactions in Humans

Flavin-containing mono-oxygenases are known as potent drug-metabolizing enzymes, providing complementary functions to the well-investigated cytochrome P450 mono-oxygenases. While human FMO isoforms are typically involved in the oxidation of soft nucleophiles, the biocatalytic activity of human FMO5 (along its physiological role) has long remained unexplored. In this study, we demonstrate the atypical in vitro activity of human FMO5 as a Baeyer-Villiger mono-oxygenase on a broad range of substrates, revealing the first example to date of a human protein catalyzing such reactions. The isolated and purified protein was active on diverse carbonyl compounds, whereas soft nucleophiles were mostly non- or poorly reactive. The absence of the typical characteristic sequence motifs sets human FMO5 apart from all characterized Baeyer-Villiger mono-oxygenases so far. These findings open new perspectives in human oxidative metabolism.

(4R,6R)-6-(hydroxymethyl)-4-methyltetrahydro-2H-pyran-2-one in the synthesis of polyfunctional compounds with the methyl-branched carbon skeleton

A simple and efficient asymmetrical synthesis was performed of a convenient bifunctional building block, methyl (R)-5,5-dimethoxy-3-methylpentanoate and its (S)-enantiomer. The possibility was shown of its application to the synthesis of insect pheromones.