Cyclopentanemethanol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]- (9CI)

Base Information

• Chemical Name: Cyclopentanemethanol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]- (9CI)
• CAS No.: 53229-74-6
• Molecular Formula: C11H20O3
• Molecular Weight: 200.2747
• Hs Code.: 2932999099
• Mol file: 53229-74-6.mol

Synonyms:Cyclopentanemethanol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]- (9CI)

Chemical Property of Cyclopentanemethanol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]- (9CI)

Chemical Property:

• Boiling Point: 312.0±27.0 °C(Predicted)
• PKA: 15.05±0.10(Predicted)
• PSA: 38.69000
• Density: 1.08±0.1 g/cm3(Predicted)
• LogP: 1.69060

Purity/Quality:

99%min ^*data from raw suppliers

[2-(Oxan-2-yloxy)cyclopentyl]methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopentanemethanol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]- (9CI)

There total 6 articles about Cyclopentanemethanol, 2-[(tetrahydro-2H-pyran-2-yl)oxy]- (9CI) 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: 83.6%

2-(tetrahydro-pyran-2-yloxy)-cyclopentanecarboxylic acid ethyl ester (58393-19-4) → [2-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-methanol (53229-74-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 25 ℃; for 18h;

Reference yield:

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → [2-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-methanol (53229-74-6)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium tetrahydroborate / ethanol / 0.5 h / 0 °C / Inert atmosphere

2: pyridinium p-toluenesulfonate / dichloromethane / 5 h / 25 °C / Inert atmosphere

3: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / 0 - 25 °C / Inert atmosphere

With sodium tetrahydroborate; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm3008689

Reference yield:

2-hydroxycyclopentanecarboxylic acid ethyl ester (54972-10-0) → [2-(tetrahydro-pyran-2-yloxy)-cyclopentyl]-methanol (53229-74-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / dichloromethane / 5 h / 25 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / 0 - 25 °C / Inert atmosphere

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm3008689

upstream raw materials:

2-(tetrahydro-pyran-2-yloxy)-cyclopentanecarboxylic acid ethyl ester

2-ethoxycarbonyl-1-cyclopentanone

2-hydroxycyclopentanecarboxylic acid ethyl ester

Downstream raw materials:

2(R)-(3-chloro-4-methylsulfanylphenyl)-N-methyl-N-[1(R)-methyl-2-oxo-2(R)-phenylethyl]-3-(2-oxocyclopentyl)proprionamide

(2R)-2-(3-chloro-4-methanesulfonylphenyl)-3-(2-oxocyclopentyl)propanoic acid

2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-(3-formyloxy-cyclopentyl)propionic acid

Refernces

• 1、 -. "Substituted-cycloalkyl and oxygenated-cycloalkyl glucokinase activators". Page 28-29. . Retrieved 2010/11/30.