(3R)-3-Methyl-4-[(tetrahydro-2H-pyran-2-YL)oxy]-butanenitrile

Base Information

• Chemical Name: (3R)-3-Methyl-4-[(tetrahydro-2H-pyran-2-YL)oxy]-butanenitrile
• CAS No.: 110171-23-8
• Molecular Formula: C10H17NO2
• Molecular Weight: 183.25
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40440305
• Nikkaji Number: J1.419.053H
• Mol file: 110171-23-8.mol

Synonyms:110171-23-8;(3R)-3-METHYL-4-[(TETRAHYDRO-2H-PYRAN-2-YL)OXY]-BUTANENITRILE;(3R)-3-METHYL-4-(OXAN-2-YLOXY)BUTANENITRILE;(3R)-3-Methyl-4-[(oxan-2-yl)oxy]butanenitrile;DTXSID40440305;AKOS006285866;(3R)-3-Methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)butanenitrile;(R)-3-Methyl-4-[(tetrahydro-2H-pyran)-2-yloxy]butanenitrile

Chemical Property of (3R)-3-Methyl-4-[(tetrahydro-2H-pyran-2-YL)oxy]-butanenitrile

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.456
• Boiling Point: 310°Cat760mmHg
• Flash Point: 118°C
• PSA: 42.25000
• Density: 1g/cm³
• LogP: 2.07938
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 183.125928785
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99% ^*data from raw suppliers

(3R)-3-METHYL-4-[(TETRAHYDRO-2H-PYRAN-2-YL)OXY]-BUTANENITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC#N)COC1CCCCO1
• Isomeric SMILES: C[C@H](CC#N)COC1CCCCO1

Technology Process of (3R)-3-Methyl-4-[(tetrahydro-2H-pyran-2-YL)oxy]-butanenitrile

There total 14 articles about (3R)-3-Methyl-4-[(tetrahydro-2H-pyran-2-YL)oxy]-butanenitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

sodium cyanide (143-33-9,25596-52-5) + (S)-3-Bromo-2-methyl-1-<(tetrahydropyranyl)oxy>propane (142633-16-7) → (S)-3-Methyl-4-<(tetrahydropyranyl)oxy>butanenitrile (110171-23-8)

Guidance literature:

In dimethyl sulfoxide; at 70 ℃; for 6h;

DOI:10.1021/jo00048a016

Reference yield: 84.5%

sodium cyanide (143-33-9,25596-52-5) + (2R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)propyl 4-methylbenzenesulfonate (88557-54-4) → (S)-(-)-3-methyl-4-<(2-tetrahydropyranyl)oxy>butyronitrile (88557-55-5,110171-23-8,143900-00-9,143900-08-7)

Guidance literature:

In dimethyl sulfoxide; Ambient temperature;

DOI:10.1016/S0040-4020(01)91552-2

Reference yield: 81.0%

potassium cyanide (151-50-8) + (S)-3-(tetrahydro-2-pyranyloxy)-2-methylpropyl p-toluenesulfonate (88557-54-4,96947-43-2) → (S)-3-Methyl-4-<(tetrahydropyranyl)oxy>butanenitrile (110171-23-8)

Guidance literature:

In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; at 80 ℃; for 12h;

DOI:10.1016/S0040-4039(97)00750-8 DOI:10.1016/S0039-128X(00)00099-4

upstream raw materials:

sodium cyanide

(2R)-2-methyl-3-(tetrahydro-2H-pyran-2-yloxy)propyl 4-methylbenzenesulfonate

(2S)-2-methyl-3-(tetrahydropyran-2-yloxy)propan-1-ol

3,4-dihydro-2H-pyran

Downstream raw materials:

(S)-3-methyl-4-butanolide

(R)-3-methyl-γ-butyrolactone

(25R)-cholest-5-ene-3β,26-diol

(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