162358-08-9

Basic information

• Product Name: diethyl 2-acetamido-2-(4-octylphenethyl)malonate
• Synonyms: diethyl 2-acetamido-2-(4-octylphenethyl)malonate;Propanedioic acid,2-(acetylamino)-2-[2-(4-octylphenyl)ethyl]-, 1,3-diethyl ester;Diethyl 2-(acetamido)-2-(2-(4-octylphenyl)ethyl)propanedioate;2-(AcetylaMino)-2-[2-(4-octylphenyl)ethyl]propanedioic Acid 1,3-Diethyl Ester;FingoliMod IMpurity 3;Fingolimod Imp.3;diethyl 2-acetamido-2-(4-octylphenethyl)malote;Propanedioic acid, (acetylamino)[2-(4-octylphenyl)ethyl]-, diethyl ester
• CAS NO: 162358-08-9
• Molecular Formula: C₂₅H₃₉NO₅
• Molecular Weight: 433.58086
• EINECS: 1592732-453-0
• Product Categories: Aromatics
• Mol File: 162358-08-9.mol
• Article Data: 16

Chemical Properties

• Melting Point: 57-58°C
• Boiling Point: 570.727 °C at 760 mmHg
• Flash Point: 298.965 °C
• Appearance: White Solid
• Density: 1.043
• Storage Temp.: 2-8°C
• PKA: 12.17±0.46(Predicted)
• CAS DataBase Reference: diethyl 2-acetamido-2-(4-octylphenethyl)malonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 2-acetamido-2-(4-octylphenethyl)malonate(162358-08-9)
• EPA Substance Registry System: diethyl 2-acetamido-2-(4-octylphenethyl)malonate(162358-08-9)

Safety Data

• Hazardous Substances Data: 162358-08-9(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

An impurity found in fingolimod (F805000).

InChI:InChI=1S/C25H39NO5/c1-5-8-9-10-11-12-13-21-14-16-22(17-15-21)18-19-25(26-20(4)27,23(28)30-6-2)24(29)31-7-3/h14-17H,5-13,18-19H2,1-4H3,(H,26,27)

Upstream product

• 268557-49-9 2-(acetylamino)-2-[2-(4-octylphenyl)-2-oxo-ethyl]propanedioic acid diethyl ester 
• 1068-90-2 2-acetylaminomalonic acid diethyl ester 
• 162358-07-8 2-(4-octylphenyl)-1-iodoethane 
• 2189-60-8 Octylbenzene 
• 64068-76-4 α-bromomethyl p(n-octyl)phenyl cetone 
• 501-94-0 p-hydroxyphenethyl alcohol 
• 58556-55-1 2-(4-hydroxyphenyl)ethyl acetate 
• 162358-05-6 2-(4-Octylphenyl)ethyl alcohol 
• 162358-04-5 acetic acid 2-(4-octylphenyl)ethyl ester 
• 162358-06-7 4-octylphenethyl methanesulfonate 
• 712223-57-9 acetic acid 2-[4-(trifluoromethanesulfonyloxy)phenyl]ethyl ester 
• 111-64-8 n-octanoic acid chloride 
• 103-45-7 acetic acid phenethyl ester 
• 162358-03-4 2-(4-octanoylphenyl)ethyl acetate 

Downstream Products

• 249289-10-9 N-(1-hydroxy-2-(hydroxymethyl)-4-(4-octylphenyl) butan-2-yl) acetamide 
• 596820-19-8 2-amino-4-(4-octyl-phenyl)-butyric acid 
• 177260-59-2 2-amino-4-(4-octylphenyl)butanol 
• 949014-01-1 [1-(di-tert-butoxy-phosphoryloxymethyl)-3-(4-octyl-phenyl)-propyl]-carbamic acid tert-butyl ester 
• 949081-33-8 [1-(di-tert-butoxy-thiophosphoryloxymethyl)-3-(4-octyl-phenyl)-propyl]-carbamic acid tert-butyl ester 
• 596820-24-5 [1-hydroxymethyl-3-(4-octyl-phenyl)-propyl]-carbamic acid tert-butyl ester 
• 596820-25-6 [1-formyl-3-(4-octyl-phenyl)-propyl]-carbamic acid tert-butyl ester 
• 596820-23-4 2-tert-butoxycarbonylamino-4-(4-octyl-phenyl)-butyric acid 
• 596820-21-2 [1-hydroxymethyl-3-(4-octyl-phenyl)-propyl]-carbamic acid benzyl ester 
• 596820-35-8 4-tert-butoxycarbonylamino-6-(4-octyl-phenyl)-hexanoic acid methyl ester 
• 596820-20-1 2-benzyloxycarbonylamino-4-(4-octyl-phenyl)-butyric acid 
• 596820-26-7 [3-tert-butoxycarbonylamino-5-(4-octyl-phenyl)-pent-1-enyl]-phosphonic acid diethyl ester 

Relevant articles and documents

A new efficient synthesis of the immunosuppressive agent FTY-720

A new efficient five-step synthesis of the immunosuppressive agent FTY- 720 is described.

FINGOLIMOD HYDROCHLORIDE PROCESS

A process for preparation of diethyl 2-acetamido-2-(4-octyl phenyl)ethyl malonate (III), a key intermediate of fingolimod hydrochloride comprising reaction of 2-(4- octylphenyl)ethyl iodide (IV) with diethyl acetamido malonate in presence of a base and an iodinating agent and in an organic solvent. The compound of formula (III) thus obtained provided fingolimod hydrochloride (la) having associated impurities below the regulatory limits.

Synthesis and evaluation of fluorinated fingolimod (FTY720) analogues for sphingosine-1-phosphate receptor molecular imaging by positron emission tomography

Sphingosine-1-phosphate (S1P) is a lysophospholipid that evokes a variety of biological responses via stimulation of a set of cognate G-protein coupled receptors (GPCRs): S1P1-S1P5. S1P and its receptors (S1PRs) play important roles in the immune, cardiovascular, and central nervous systems and have also been implicated in carcinogenesis. Recently, the S1P analogue Fingolimod (FTY720) has been approved for the treatment of patients with relapsing multiple sclerosis. This work presents the synthesis of various fluorinated structural analogues of FTY720, their in vitro and in vivo biological testing, and their development and application as [18F]radiotracers for the study of S1PR biodistribution and imaging in mice using small-animal positron emission tomography (PET).