(3S,5S,E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic acid

Base Information

• Chemical Name: (3S,5S,E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic acid
• CAS No.: 688735-41-3
• Molecular Formula: C25H24FNO4
• Molecular Weight: 421.46
• Hs Code.: 29334900
• DSSTox Substance ID: DTXSID60424900
• Nikkaji Number: J1.195.506A
• Wikidata: Q72460856
• Mol file: 688735-41-3.mol

Synonyms:688735-41-3;(3S,5S,E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic acid;(E,3S,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid;SCHEMBL2870889;DTXSID60424900;(3S,5S)-NK-104;A852502;(3S,5S,E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoicacid

Chemical Property of (3S,5S,E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic acid

Chemical Property:

• PSA: 90.65000
• Density: 1.352
• LogP: 4.51810
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 421.16893641
• Heavy Atom Count: 31
• Complexity: 631

Purity/Quality:

99%+, ^*data from raw suppliers

(3S,5S,E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C2=NC3=CC=CC=C3C(=C2C=CC(CC(CC(=O)O)O)O)C4=CC=C(C=C4)F
• Isomeric SMILES: C1CC1C2=NC3=CC=CC=C3C(=C2/C=C/[C@H](C[C@@H](CC(=O)O)O)O)C4=CC=C(C=C4)F

Technology Process of (3S,5S,E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic acid

There total 64 articles about (3S,5S,E)-7-(2-Cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoic acid 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: 100.0%

methyl (3R,5S,6E)-7-{2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl}-3,5-dihydroxyhept-6-enoate (849811-78-5) → pitavastatin (147526-32-7,147511-69-1,688735-41-3,769908-13-6,121659-03-8)

Guidance literature:

With sodium hydroxide; In methanol; at 20 ℃; for 0.5h;

DOI:10.1039/c4ob01953a

Reference yield: 95.9%

pitavastatin calcium salt (147526-32-7) → pitavastatin (147526-32-7,147511-69-1,688735-41-3,769908-13-6,121659-03-8)

Guidance literature:

With hydrogenchloride; In water; ethyl acetate; at 25 - 35 ℃;

Reference yield: 94.0%

(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester (147489-06-3) → pitavastatin (147526-32-7,147511-69-1,688735-41-3,769908-13-6,121659-03-8)

Guidance literature:

(4R,6S)-(E)-{6-[2-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-vinyl]-2,2-dimethyl-1,3-dioxan-4-yl}acetic acid tert-butyl ester; With trifluoroacetic acid; In acetonitrile; at 30 - 35 ℃;

With caesium carbonate; In acetonitrile; at 35 - 40 ℃;

upstream raw materials:

(4R)-4,7,7-trimethyl-3-exo-(1-naphthyl)bicyclo<2.2.1>heptan-2-exo-yl (3S,5R,6E)-7-<2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>-3,5-dihydroxy-6-heptenoate

(±)-E-3,5-dihydroxy-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-6-heptenoic acid ethyl ester

2-cyclopropyl-4-(4-fluorophenyl)-3-(hydroxymethyl)quinoline

2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline

Downstream raw materials:

(3S,5R,6E)-7-<2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl>-3,5-dihydroxy-6-heptenoic acid ,15-lactone

Refernces

• 1、 -. "Multi-substituted dihydroisoquinolines he the sandbank contains the fluorine derivative and use thereof". Paragraph 0135; 0136. . Retrieved 2018/06/04.
• 2、 -. "Method for preparing pitavastatin lactone impurity". Paragraph 0007. . Retrieved 2016/11/17.