926657-23-0

Basic information

• Product Name: (S)-1-(4-fluorophenyl)-3-iodopropan-1-ol
• Synonyms: (S)-1-(4-fluorophenyl)-3-iodopropan-1-ol;(alphaS)-4-Fluoro-alpha-(2-iodoethyl)benzenemethanol;(1S)-1-(4-fluorophenyl)-3-iodo-propan-1-ol;Benzenemethanol, 4-fluoro-α-(2-iodoethyl)-, (αS)-
• CAS NO: 926657-23-0
• Molecular Formula: C₉H₁₀FIO
• Molecular Weight: 280.0779732
• Mol File: 926657-23-0.mol

Chemical Properties

• Melting Point: 70-71℃
• Boiling Point: 297.076°C at 760 mmHg
• Flash Point: 133.467°C
• Appearance: /
• Density: 1.749
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: 2-8°C
• PKA: 13.85±0.20(Predicted)
• CAS DataBase Reference: (S)-1-(4-fluorophenyl)-3-iodopropan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(4-fluorophenyl)-3-iodopropan-1-ol(926657-23-0)
• EPA Substance Registry System: (S)-1-(4-fluorophenyl)-3-iodopropan-1-ol(926657-23-0)

Safety Data

• Hazardous Substances Data: 926657-23-0(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry and Pharmaceutical Research:
(S)-1-(4-fluorophenyl)-3-iodopropan-1-ol is utilized as a potential building block for the synthesis of biologically active molecules. Its distinctive structure and reactivity contribute to the development of new drugs and organic synthesis strategies, making it a valuable tool in these fields.
Used in Metal-Catalyzed Reactions:
(S)-1-(4-fluorophenyl)-3-iodopropan-1-ol has demonstrated potential as a ligand in metal-catalyzed reactions. Its unique properties allow it to enhance the efficiency and selectivity of these reactions, further expanding its applications in the realm of organic chemistry.

InChI:InChI=1/C9H10FIO/c10-8-3-1-7(2-4-8)9(12)5-6-11/h1-4,9,12H,5-6H2/t9-/m0/s1

Upstream product

• 851011-33-1 1-(4-fluoro-phenyl)-3-iodo-propan-1-one 
• 200004-40-6 (S)-3-chloro-1-(4-fluorophenyl)propan-1-ol 

Downstream Products

• 1148041-56-8 (S)-tert-Butyl-[1-(4-fluorophenyl)-3-iodopropoxy]dimethylsilane 
• 923570-22-3 4R-(4-benzyloxy-phenyl)-3R-(4-fluoro-phenyl)-1-[3-(4-fluoro-phenyl)-3S-hydroxy-propyl]-azetidin-2-one 
• 923570-24-5 4S-(4-benzyloxy-phenyl)-3S-(4-fluoro-phenyl)-1-[3-(4-fluoro-phenyl)-3S-hydroxy-propyl]-azetidin-2-one 

Relevant articles and documents

Dynamic kinetic resolution: Asymmetrie transfer hydrogenation of α-alkyl-substituted β-ketoamides

[Chemical equation presented] Dynamic kinetic resolution (deracemization) of various a-alkyl-substituted β-ketoamides 1 via asymmetric transfer hydrogenation proceeded efficiently to give the corresponding syn-β-hydroxy amides 3 in high diastereo- and enantioselectivities. Specifically, subjection of 1 to HCO2H and Et3N in the presence of 0.5-1 mol % of pentafluorobenzenesulfonyl-DPEN-Ru catalyst 2b at 30-40 °C in either PhCH3 or CH2Cl2 generated the syn-hydroxy product 3 selectively in 15-33:1 dr, 93-97% ee, and 75-88% isolated yields.

PROCESS FOR PREPARING AN ANTI-HYPERCHOLESTEROLEMIC COMPOUND

The present invention relates to a process for preparing inhibitors of cholesterol absorption of Formula II: II and the pharmaceutically acceptable salts and esters thereof, employing a metal-catalyzed dynamic kinetic resolution (DKR) asymmetric transfer hydrogenation (ATH) reaction of racemic acyclic ?-ketoamide bearing a-substituted aliphatic side chain (Intermediate A) and subsequent cyclization of the resulting b-hydroxyamide product (Intermediate B), followed by a synthesis involving two consecutive cross-coupling reactions.

Ezetimibe analogs with a reorganized azetidinone ring: Design, synthesis, and evaluation of cholesterol absorption inhibitions

The underlying principle of drug design in this paper is that the maximum retention of the functional groups that exist in the marketed drug would provide a higher probability for comparable safety while the conformational changes in the newly created ana