MK-571 Methyl Ester

Base Information

• Chemical Name: MK-571 Methyl Ester
• CAS No.: 120443-15-4
• Molecular Formula: C27H29ClN2O3S2
• Molecular Weight: 529.124
• DSSTox Substance ID: DTXSID60437373
• Nikkaji Number: J357.352D
• Mol file: 120443-15-4.mol

Synonyms:MK-571 Methyl Ester;120443-15-4;methyl 3-[[3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-[3-(dimethylamino)-3-oxopropyl]sulfanylmethyl]sulfanylpropanoate;SCHEMBL9258247;DTXSID60437373;3-[3-[(E)-2-(7-Chloro-2-quinolinyl)ethenyl]-alpha-[2-(dimethylaminocarbonyl)ethylthio]benzylthio]propionic acid methyl ester

Chemical Property of MK-571 Methyl Ester

Chemical Property:

• PSA: 110.10000
• LogP: 6.56500
• Solubility.: Dichloromethane, Ethyl Acetate
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 12
• Exact Mass: 528.1308128
• Heavy Atom Count: 35
• Complexity: 708

Purity/Quality:

98% ^*data from raw suppliers

3-[[[3-[(1E)-2-(7-CHLORO-2-QUINOLINYL)ETHENYL]PHENYL][[3-(DIMETHYLAMINO)-3-OXOPROPYL]THIO]METHYL]THIO]PROPANOIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C(=O)CCSC(C1=CC=CC(=C1)C=CC2=NC3=C(C=CC(=C3)Cl)C=C2)SCCC(=O)OC
• Isomeric SMILES: CN(C)C(=O)CCSC(C1=CC=CC(=C1)/C=C/C2=NC3=C(C=CC(=C3)Cl)C=C2)SCCC(=O)OC
• Uses: Precursor to MK-571.

Technology Process of MK-571 Methyl Ester

There total 31 articles about MK-571 Methyl Ester 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: 96.0%

((7-chloroquinolin-2-yl)methyl)triphenylphosphonium bromide (115125-09-2) + 3-[(2-Dimethylcarbamoyl-ethylsulfanyl)-(3-formyl-phenyl)-methylsulfanyl]-propionic acid methyl ester (115104-51-3,115104-55-7,128760-37-2) → 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-propionic acid methyl ester (115104-27-3,115104-52-4,115104-56-8,120443-15-4,120443-18-7,120663-37-8,124601-75-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 0.5 h, 2.) room temperature, 2 h;

Reference yield: 91.0%

((7-chloroquinolin-2-yl)methyl)triphenylphosphonium bromide (115125-09-2) + 3-[(2-Dimethylcarbamoyl-ethylsulfanyl)-(3-formyl-phenyl)-methylsulfanyl]-propionic acid methyl ester (115104-51-3,115104-55-7,128760-37-2) → 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-propionic acid methyl ester (115104-27-3,115104-52-4,115104-56-8,120443-15-4,120443-18-7,120663-37-8,124601-75-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 0.5 h, 2.) room temperature, 2 h;

Reference yield: 61.0%

Methyl 3-mercaptopropionate (2935-90-2) + 3-({3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-trimethylsilanyloxy-methylsulfanyl)-N,N-dimethyl-propionamide (120578-06-5) → dimethyl 5-<3-<2-(7-chloro-2-quinolinyl)-(E)-ethenyl>phenyl>-4,6-dithianonanedioate (120385-96-8) + (+)-methyl 5-(3-(2-(7-chloroquinoline-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoate (120443-15-4) + 3-[{3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-(2-dimethylcarbamoyl-ethylsulfanyl)-methylsulfanyl]-N,N-dimethyl-propionamide (120578-05-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -50 ℃; for 16h; Title compound not separated from byproducts;

DOI:10.1021/jo00276a038

upstream raw materials:

Methyl 3-mercaptopropionate

(E)-3-[2-(7-chloro-2-quinolinyl)ethenyl]benzaldehyde

N,N-dimethyl-3-mercaptopropionamide

3-({3-[(E)-2-(7-Chloro-quinolin-2-yl)-vinyl]-phenyl}-trimethylsilanyloxy-methylsulfanyl)-N,N-dimethyl-propionamide

Downstream raw materials:

(E)-5-(3-(2-(7-chloroquinolin-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoic acid

3-<<<3-<2-(7-chloro-2-quinolinyl)-(E)-ethenyl>phenyl><<3-(dimethylamino)-3-oxopropyl>thio>methyl>thio>propanoic acid

sodium 5-<3-<<(7-chloro-2-quinolinyl)methyl>thio>phenyl>-8-oxo-8-(dimethylamino)-4,6-dithiaoctanoate

(-)-L-660,711