2-(2-iodoethoxy)tetrahydro-2H-pyran

Base Information

• Chemical Name: 2-(2-iodoethoxy)tetrahydro-2H-pyran
• CAS No.: 96388-83-9
• Molecular Formula: C7H13IO2
• Molecular Weight: 256.084
• DSSTox Substance ID: DTXSID80455897
• Nikkaji Number: J1.284.783A
• Mol file: 96388-83-9.mol

Synonyms:2-(2-iodoethoxy)tetrahydro-2H-pyran;96388-83-9;2H-Pyran, tetrahydro-2-(2-iodoethoxy)-;tetrahydro-2-(2-iodoethoxy)-2h-pyran;SCHEMBL948840;2-(2-iodoethoxy)tetrahydropyran;DTXSID80455897;2-(2-iodo-ethoxy)tetrahydropyran;FXKASOSOVAVXTA-UHFFFAOYSA-N;2-(2-iodo-ethoxy)-tetrahydropyran;2-tetrahydropyranyloxy-1-iodoethane;2-(2-iodo-ethoxy)-tetrahydro-pyran;2-(2-Iodoethoxy)tetrahydro-2-H-pyran;2-(tetrahydropyran-2-yloxy)ethyl iodide;2-iodoethyl tetrahydro-2H-pyran-2-yl ether

Chemical Property of 2-(2-iodoethoxy)tetrahydro-2H-pyran

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 255.99603
• Heavy Atom Count: 10
• Complexity: 87.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCOC(C1)OCCI

Technology Process of 2-(2-iodoethoxy)tetrahydro-2H-pyran

There total 1 articles about 2-(2-iodoethoxy)tetrahydro-2H-pyran 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: 91.0%

2-(2-bromoethoxy)tetrahydropyran (17739-45-6,59146-56-4) → 2-tetrahydropyranyloxy-1-iodoethane (96388-83-9)

Guidance literature:

With sodium iodide; In acetone; for 16h; Heating;

DOI:10.1021/jo00355a037

Reference yield: 98.0%

2-tetrahydropyranyloxy-1-iodoethane (96388-83-9) + N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide (159213-03-3) → (R)-N-((1S,2S)-2-hydroxy-1-methyl-2-phenylethyl)-2,N-dimethyl-4-((2RS)-tetrahydropyran-2-yloxy)butyramide (1071956-64-3)

Guidance literature:

N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide; With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃;

2-tetrahydropyranyloxy-1-iodoethane; In tetrahydrofuran; hexane; at 0 ℃; for 17h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/ol801708x

Reference yield: 97.0%

2-tetrahydropyranyloxy-1-iodoethane (96388-83-9) + (2aS,3S,5aR,6R,8aR,8bR)-3,6-Dimethyl-6-phenylsulfanylmethyl-decahydro-naphtho[1,8-bc]furan-2-one (535932-84-4) → (2aS,3S,5aR,6R,8aR,8bR)-3,6-dimethyl-6-phenylsulfanylmethyl-2a-[2-(tetrahydropyran-2-yloxy)ethyl]decahydronaphtho[1,8-bc]furan-2-one (535932-73-1)

Guidance literature:

(2aS,3S,5aR,6R,8aR,8bR)-3,6-Dimethyl-6-phenylsulfanylmethyl-decahydro-naphtho[1,8-bc]furan-2-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

2-tetrahydropyranyloxy-1-iodoethane; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

DOI:10.1021/jo020743y

upstream raw materials:

2-(2-bromoethoxy)tetrahydropyran

Downstream raw materials:

2-(2-nitro-1H-imidazol-1-yl)-ethanol

5-(tetrahydro-2H-pyran-2-yloxy)-2-pentyn-1-ol

(2aS,3R,6R,8aR,8bS)-2a,3,4,6,7,8,8a,8b-octahydro-6-benzyloxymethyl-3,6-dimethyl-2a-[2-(tetrahydro-2-pyranyloxy)ethyl]-[1,8-bc]-naphtho-2-furanone

2-(2-thiocyanato-ethoxy)-tetrahydro-pyran