(R)-(4-Chlorophenyl)(pyridin-2-yl)methanol

Base Information

• Chemical Name: (R)-(4-Chlorophenyl)(pyridin-2-yl)methanol
• CAS No.: 112966-26-4
• Molecular Formula: C12H10ClNO
• Molecular Weight: 219.671
• Mol file: 112966-26-4.mol

Synonyms:2-Pyridinemethanol,a-(4-chlorophenyl)-, (R)-;(R)-(4-chlorophenyl)-(2-pyridyl)methanol;

Chemical Property of (R)-(4-Chlorophenyl)(pyridin-2-yl)methanol

Chemical Property:

• Refractive Index: 1.614
• Boiling Point: 364.3 °C at 760 mmHg
• PKA: 12.46±0.20(Predicted)
• Flash Point: 174.1 °C
• PSA: 33.12000
• Density: 1.275 g/cm³
• LogP: 2.81670

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-(4-Chlorophenyl)(pyridin-2-yl)methanol

There total 10 articles about (R)-(4-Chlorophenyl)(pyridin-2-yl)methanol 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: 98.0%

2-(4-chlorobenzoyl)pyridine (6318-51-0) → α-(4-chlorophenyl)-2-pyridylmethanol (112966-26-4)

Guidance literature:

With C₃₆H₄₀Cl₂N₂P₂Ru; potassium tert-butylate; In dichloromethane; isopropyl alcohol; at 23 ℃; for 2h; enantioselective reaction;

DOI:10.1021/acscatal.9b01535

Reference yield: 94.0%

→ α-(4-chlorophenyl)-2-pyridylmethanol (112966-26-4)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; N-((1S,2S)-2-(((S)-1-(2-(diphenylphosphanyl)ferrocenyl)ethyl)amino)cyclohexyl)-2,4,6-trimethylbenzenesulfonamide; hydrogen; lithium tert-butoxide; In methanol; at 40 ℃; for 12h; under 22502.3 Torr; enantioselective reaction; Autoclave;

Reference yield: 85.0%

o-(2-bromo-4-chlorophenyl)-2-pyridinemethanol (1350476-55-9) → α-(4-chlorophenyl)-2-pyridylmethanol (112966-26-4)

Guidance literature:

o-(2-bromo-4-chlorophenyl)-2-pyridinemethanol; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

In tetrahydrofuran; optical yield given as %ee; Hydrolysis; Inert atmosphere;

DOI:10.1021/jo202204j

upstream raw materials:

2-pyridyllithium

4-chlorobenzaldehyde

2-(4-chlorobenzoyl)pyridine

trimethylsilyl cyanide

Downstream raw materials:

(R)-(-)-α-phenyl-2-pyridylmethanol

Refernces

• 1、 Liu, Beibei,Qu, Ge,Li, Jun-Kuan,Fan, Wenchao,Ma, Jun-An,Xu, Yan,Nie, Yao,Sun, Zhoutong. "Conformational Dynamics-Guided Loop Engineering of an Alcohol Dehydrogenase: Capture, Turnover and Enantioselective Transformation of Difficult-to-Reduce Ketones". . p. 3182 - 3190. Retrieved 2019.
• 2、 Bi, Yuexin,Han, Xu,Jiang, Yingying,Li, Junkuan,Liu, Beibei,Liu, Weidong,Qin, Zongmin,Qu, Ge,Sun, Zhoutong. "Unlocking the Stereoselectivity and Substrate Acceptance of Enzymes: Proline-Induced Loop Engineering Test". . . Retrieved 2021/11/30.
• 3、 Xu, Guochao,Dai, Wei,Wang, Yue,Zhang, Lu,Sun, Zewen,Zhou, Jieyu,Ni, Ye. "Molecular switch manipulating Prelog priority of an alcohol dehydrogenase toward bulky-bulky ketones". . . Retrieved 2019/12/27.