110171-23-8

Basic information

• Product Name: (3R)-3-METHYL-4-[(TETRAHYDRO-2H-PYRAN-2-YL)OXY]-BUTANENITRILE
• Synonyms: (3R)-3-METHYL-4-[(TETRAHYDRO-2H-PYRAN-2-YL)OXY]-BUTANENITRILE;(3R)-3-Methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]-butanenitrile
• CAS NO: 110171-23-8
• Molecular Formula: C₁₀H₁₇NO₂
• Molecular Weight: 183.25
• Mol File: 110171-23-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 310°Cat760mmHg
• Flash Point: 118°C
• Appearance: /
• Density: 1g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.456
• CAS DataBase Reference: (3R)-3-METHYL-4-[(TETRAHYDRO-2H-PYRAN-2-YL)OXY]-BUTANENITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: (3R)-3-METHYL-4-[(TETRAHYDRO-2H-PYRAN-2-YL)OXY]-BUTANENITRILE(110171-23-8)
• EPA Substance Registry System: (3R)-3-METHYL-4-[(TETRAHYDRO-2H-PYRAN-2-YL)OXY]-BUTANENITRILE(110171-23-8)

Safety Data

• Hazardous Substances Data: 110171-23-8(Hazardous Substances Data)

Usage

General Description

"(3R)-3-Methyl-4-[(tetrahydro-2H-pyran-2-yl)oxy]-butanenitrile" is a chemical compound with the molecular formula C10H17NO. It is a nitrile compound that contains a tetrahydro-2H-pyran-2-yl group attached to a butanenitrile group. (3R)-3-METHYL-4-[(TETRAHYDRO-2H-PYRAN-2-YL)OXY]-BUTANENITRILE is a chiral molecule with a stereocenter at the third carbon atom, giving it R configuration. It can be used in various organic synthesis reactions and as a building block for the synthesis of more complex molecules. Its structure and properties make it useful in pharmaceutical and agrochemical research and development.

InChI:InChI=1/C10H17NO2/c1-9(5-6-11)8-13-10-4-2-3-7-12-10/h9-10H,2-5,7-8H2,1H3/t9-,10?/m1/s1

Upstream product

• 143-33-9 sodium cyanide 
• 88557-54-4 (2R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)propyl 4-methylbenzenesulfonate 
• 88588-59-4 (2S)-2-methyl-3-(tetrahydropyran-2-yloxy)propan-1-ol 
• 110-87-2 3,4-dihydro-2H-pyran 
• 88557-54-4 (S)-3-(tetrahydro-2-pyranyloxy)-2-methylpropyl p-toluenesulfonate 
• 142633-16-7 (S)-3-Bromo-2-methyl-1-<(tetrahydropyranyl)oxy>propane 
• 151-50-8 potassium cyanide 
• 88728-99-8 (R)-3-(tetrahydro-2-pyranyloxy)-2-methyl-1-propanol 
• 88557-53-3 methyl 2(S)-methyl-3-tetrahydropyranyloxypropanoate 

Downstream Products

• 64190-48-3 (S)-3-methyl-4-butanolide 
• 65284-00-6 (R)-3-methyl-γ-butyrolactone 
• 13095-61-9 (25R)-cholest-5-ene-3β,26-diol 
• 217099-10-0 7-[(R)-3-Methyl-4-(tetrahydro-pyran-2-yloxy)-butyl]-8-oxo-5-p-tolyl-7,8-dihydro-[1,7]naphthyridine-6-carboxylic acid 3,5-bis-trifluoromethyl-benzylamide 
• 183549-95-3 (aR,9R)-7-[3,5-bis(trifluoromethyl)benzyl]-8,9,10,11-tetrahydro-9-methyl-5-(4-methylphenyl)-7H-[1,4]diazocino[2,1-g][1,7]naphthyridine-6,13-dione 
• 183549-95-3 (aS,9R)-7-[3,5-bis(trifluoromethyl)benzyl]-8,9,10,11-tetrahydro-9-methyl-5-(4-methylphenyl)-7H-[1,4]diazocino[2,1-g][1,7]naphthyridine-6,13-dione 
• 183551-02-2 (R)-N-[3,5-bis(trifluoromethyl)benzyl]-7,8-dihydro-7-(4-hydroxy-3-methylbutyl)-5-(4-methylphenyl)-8-oxo-1,7-naphthyridine-6-carboxamide 
• 63555-48-6 (-)-ircinianin 
• 169387-99-9 (S)-2-methyl-4-(tert-butyldiphenylsilyloxy)butanol 
• 187458-29-3 (2S, 3S)-5-(tert-butyldiphenylsilyloxy)-3-methylpentane-1,2-diol 
• 1026583-53-8 5-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-2-methyl-butyl]-4-methoxy-3-methyl-5H-furan-2-one 
• 1027414-45-4 Methanesulfonic acid (S)-4-(tert-butyl-diphenyl-silanyloxy)-1-(3-methoxy-4-methyl-5-oxo-2,5-dihydro-furan-2-yl)-2-methyl-butyl ester 
• 187458-50-0 C₃₃H₃₈O₆S 
• 187458-30-6 5-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-but-(Z)-ylidene]-4-methoxy-3-methyl-5H-furan-2-one 

Relevant articles and documents

Oxysterols: 27-hydroxycholesterol and its radiolabeled analog

We describe a convenient and stereoselective route to the synthesis of 27-hydroxycholesterol. Also its radiolabeled analog, 22, 23 di [3H]-27-hydroxycholesterol with high specific radioactivity (55 Ci/mmol) was synthesized by this method. Julia

Total synthesis of (-)-ircinianin and (+)-wistarin

(-)-Ircinianin (1), a cyclic furanosesterterpenetetronic acid isolated from a marine sponge (genus Ircinia), is synthesized in 17 steps from (S)-2-methylpropane-1,3-diol mono THP ether 10 and 3-furfural. The key step involves a NiCl2-CrCl2-mediated coupling reaction of iodotriene 9 with chiral aldehyde 8 in DMSO and subsequent intramolecular Diels-Alder reaction in one pot. Both reactions proceed very smoothly at room temperature and eventually give the cyclic product 30A possessing the desired cyclic skeleton of 1 in 60% yield. The structure of 30A is determined by X-ray crystallographic analysis. The stereochemistry of Diels-Alder reactions of 7A and another acyclic precursor 7B are discussed. The first total synthesis of (+)-wistarin (2) is accomplished in 55% yield by iodoether ring formation of 1 and hydrogenolysis of the iodide 33A. Based on the coupling constant in the proton NMR spectrum of 33A, the reported structure 2A is revised to 2B.

On the Mechanism of Lewis Acid Promoted Ene Cyclizations of ω-Unsaturated Aldehydes

The diastereomerically labeled d1 enals 1 and 2 were prepared from (S)-3-bromo-2-methylpropanol 5 by a sequence involving homologation to the allylic alcohol 13 and Sharpless epoxidation to either the α- or the β-epoxide diastereomers 14 or 15.Reduction w