racFTY720 Phosphate

Base Information

• Chemical Name: racFTY720 Phosphate
• CAS No.: 402615-91-2
• Molecular Formula: C19H34NO5P
• Molecular Weight: 387.456
• Mol file: 402615-91-2.mol

Synonyms:levugen;FTY720-phosphate;laevosan;keto D-fructose;Fruit sugar;laevoral;Fructosteril;(D)-fructose;fructose powder;1,3,4,5,6-pentahydroxyl-2-hexanone;rac FTY720 Phosphate;phosphoric acid mono-[(R/S)-2-amino-2-hydroxymethyl-4-(4-octyl-phenyl)-butyl] ester;Frutabs;2-amino-2-[2-(4-octylphenyl)ethyl]-1,3-propanediol mono(dihydrogenphosphate) ester;fingolimod phosphate;

Chemical Property of racFTY720 Phosphate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 122-124oC
• Boiling Point: 584.237oC at 760 mmHg
• Flash Point: 307.136oC
• PSA: 122.82000
• Density: 1.173g/cm3
• LogP: 4.02160
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform : Methanol (Slightly, Heated), Methanol (Slightly, Heated)

Purity/Quality:

97% ^*data from raw suppliers

FTY720 Phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Labelled rac FTY720 (F805010). rac FTY720 is a sphingosine 1-phosphate receptor modular, ameliorates experimental autoimmune encephalomyelitis by inhibition of T cell infiltration.

Technology Process of racFTY720 Phosphate

There total 5 articles about racFTY720 Phosphate 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:

phosphoric acid mono-{(R/S)-4-[2-(4-octyl-phenyl)-ethyl]-2-oxo-oxazolidin-4-ylmethyl}ester (863225-34-7) → fingolimod phosphate (402615-91-2)

Guidance literature:

With lithium hydroxide; In ethanol; for 24h; Heating;

DOI:10.1021/jm050242f

Reference yield:

(R/S)-4-hydroxymethyl-4-[2-(4-octylphenyl)ethyl]oxazolidin-2-one (847672-61-1) → fingolimod phosphate (402615-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrazole / CH₂Cl₂; tetrahydrofuran / 18 h / 20 °C

1.2: aq. H₂O₂ / CH₂Cl₂; tetrahydrofuran / 1.5 h / 20 °C

2.1: H₂ / Pd/C / methanol / 1.5 h / 20 °C / atmospheric pressure

3.1: aq. LiOH / ethanol / 24 h / Heating

With 1H-tetrazole; lithium hydroxide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jm050242f

Reference yield:

(R/S)-4-[2-(4-octylphenyl)ethyl]-4-(3-oxo-1,5-dihydro-3λ5-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)oxazolidin-2-one (847672-62-2) → fingolimod phosphate (402615-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 1.5 h / 20 °C / atmospheric pressure

2: aq. LiOH / ethanol / 24 h / Heating

With lithium hydroxide; hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1021/jm050242f

upstream raw materials:

phosphoric acid mono-{(R/S)-4-[2-(4-octyl-phenyl)-ethyl]-2-oxo-oxazolidin-4-ylmethyl}ester

(R/S)-4-hydroxymethyl-4-[2-(4-octylphenyl)ethyl]oxazolidin-2-one

(R/S)-4-[2-(4-octylphenyl)ethyl]-4-(3-oxo-1,5-dihydro-3λ⁵-benzo[e][1,3,2]dioxaphosphepin-3-yloxymethyl)oxazolidin-2-one

fingolimod