Fingolimod phosphate

Base Information

• Chemical Name: Fingolimod phosphate
• CAS No.: 402616-23-3
• Molecular Formula: C19H34NO5P
• Molecular Weight: 387.45100
• DSSTox Substance ID: DTXSID20432703
• Nikkaji Number: J1.739.096A
• Wikidata: Q27077754
• Pharos Ligand ID: 6WWPR3PT74MJ
• Metabolomics Workbench ID: 66434
• ChEMBL ID: CHEMBL114606
• Mol file: 402616-23-3.mol

Synonyms:2-amino-2-(2-(4-octylphenyl)ethyl)-1,3-propanediol monodihydrogen phosphate ester;FTY 720P;FTY-720P;FTY720 phosphate;FTY720-P;FTY720P

Chemical Property of Fingolimod phosphate

Chemical Property:

• PSA: 122.82000
• LogP: 4.02160
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 14
• Exact Mass: 387.21746018
• Heavy Atom Count: 26
• Complexity: 409

Purity/Quality:

97% ^*data from raw suppliers

FTY720 (R)-Phosphate ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1=CC=C(C=C1)CCC(CO)(COP(=O)(O)O)N
• Uses: Fingolimod Phosphate is an intermediate in sphingolipid homeostasis and a major medical target for immune system modulation. A potent agonist at four of the five sphingosine-1-phosphate (S1P) receptors. A potential new target in the treatment of auto-?immune diseases.

Technology Process of Fingolimod phosphate

There total 18 articles about Fingolimod 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: 81.0%

phosphoric acid di-tert-butyl ester 4-[2-(4-octyl-phenyl)-ethyl]-2-trichloromethyl-4,5-dihydro-oxazol-4-ylmethyl ester (876391-73-0) → FTY 520P (402616-23-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.tetlet.2005.11.092

Reference yield: 81.0%

[(R)-1-Benzyloxymethyl-1-(bis-benzyloxy-phosphoryloxymethyl)-3-(4-octyl-phenyl)-propyl]-carbamic acid benzyl ester → FTY 520P (402616-23-3)

Guidance literature:

With ammonia; sodium; In tetrahydrofuran; cooling;

DOI:10.1016/j.bmc.2004.07.020

Reference yield: 76.0%

(S)-2-(benzyloxycarbonyl)amino-2-(benzyloxycarbonyloxy)methyl-1-(dibenzyl)phosphoryloxy-4-(4-octylphenyl)butane → FTY 520P (402616-23-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 7h;

DOI:10.1016/j.bmc.2004.10.008

upstream raw materials:

phosphoric acid di-tert-butyl ester 4-[2-(4-octyl-phenyl)-ethyl]-2-trichloromethyl-4,5-dihydro-oxazol-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

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