PF 543

Base Information

• Chemical Name: PF 543
• CAS No.: 1415562-82-1
• Molecular Formula: C₂₇H₃₁NO₄S
• Molecular Weight: 465.613
• Mol file: 1415562-82-1.mol

Synonyms:PF 543;PF543;PF-543;PF543/PF-543;(2R)-1-[[4-[[3-Methyl-5-[(phenylsulfonyl)Methyl]phenoxy]Methyl]phenyl]Methyl]-2-pyrrolidineMethanol

Chemical Property of PF 543

Chemical Property:

• PSA: 75.22000
• LogP: 5.52330
• Storage Temp.: -20°C
• Solubility.: ≥23.3 mg/mL in DMSO; insoluble in H2O; ≥51 mg/mL in EtOH with gentle warming and ultrasonic

Purity/Quality:

98%,99%, ^*data from raw suppliers

Sphingosine Kinase 1 Inhibitor II, PF-543 - CAS 1415562-82-1 - Calbiochem ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PF 543

There total 13 articles about PF 543 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: 95.0%

D-prolinol (68832-13-3) + 4-((3-methyl-5-(phenylsulfonylmethyl)phenoxy)methyl)benzaldehyde → (2R)-1-[[4-[[3-(benzenesulfonylmethyl)-5-methylphenoxymethyl]phenyl]methyl]pyrrolidin-2-yl]methanol (1415562-82-1)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.7b00070

Reference yield:

4-((3-methyl-5-(phenylsulfonylmethyl)phenoxy)methyl)benzaldehyde + (S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → (S)-[1-(4-{[3-methyl-5-(phenylsulfonylmethyl)phenoxy]methyl}benzyl)pyrrolidin-2-yl]methanol (1415562-82-1)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.7b00070

Reference yield:

3-(bromomethyl)-5-methylphenyl acetate (62358-68-3) → (2R)-1-[[4-[[3-(benzenesulfonylmethyl)-5-methylphenoxymethyl]phenyl]methyl]pyrrolidin-2-yl]methanol (1415562-82-1)

Guidance literature:

Multi-step reaction with 4 steps

1: Aliquat^? / 30 h / 20 - 85 °C

2: sodium hydrogencarbonate / water; methanol / 36 h / 20 °C

3: potassium carbonate / acetonitrile / 2 h / 60 °C

4: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 20 °C

With sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; potassium carbonate; In methanol; water; 1,2-dichloro-ethane; acetonitrile;

DOI:10.1016/j.bmc.2014.07.044

upstream raw materials:

3,5-Dimethylphenol

5-acetoxy-m-xylene

3-(bromomethyl)-5-methylphenyl acetate

4-(bromomethyl)benzaldehyde

Refernces

• 1、 Vogt, Dominik,Weber, Julia,Ihlefeld, Katja,Brüggerhoff, Astrid,Proschak, Ewgenij,Stark, Holger. "Design, synthesis and evaluation of 2-aminothiazole derivatives as sphingosine kinase inhibitors". . p. 5354 - 5367. Retrieved 2014/12/11.