(1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate

Base Information

• Chemical Name: (1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate
• CAS No.: 1403338-20-4
• Molecular Formula: C₄₃H₃₆FNO₄
• Molecular Weight: 649.762
• Mol file: 1403338-20-4.mol

Synonyms:(1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate

Chemical Property of (1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate

There total 2 articles about (1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate 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:

(S)-2-acetoxy-1,1,2-triphenylethanol (95061-51-1) + (E)-3-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-propenal (148901-68-2,121660-63-7) → (1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate (1403338-20-4)

Guidance literature:

(S)-2-acetoxy-1,1,2-triphenylethanol; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -35 - -15 ℃; for 1h;

(E)-3-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-propenal; In tetrahydrofuran; hexane; at -80 - -75 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; hexane; water;

Reference yield:

2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline (121660-37-5) → (1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate (1403338-20-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: isopropyl alcohol / 25 - 82 °C

2.1: diisobutylaluminium hydride / toluene / 2 h / -60 - -50 °C / Inert atmosphere

2.2: 0.5 h / -50 - 30 °C

3.1: manganese(IV) oxide / toluene / 24 h / 25 - 30 °C

4.1: lithium hexamethyldisilazane / hexane; tetrahydrofuran / 1 h / -35 - -15 °C

4.2: 1 h / -80 - -75 °C

With manganese(IV) oxide; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; isopropyl alcohol; toluene;

Reference yield:

(1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate (1403338-20-4) + (R)-1-phenyl-ethyl-amine (3886-69-9) → (3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt (1403338-21-5)

Guidance literature:

(1S)-2-hydroxy-1,2,2-triphenylethyl (4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxy-4-pentenoate; With water; sodium hydroxide; In tetrahydrofuran; at 20 - 30 ℃; for 24h;

With hydrogenchloride; In water; pH=1.5 - 2;

(R)-1-phenyl-ethyl-amine; In acetonitrile; at 20 ℃;

upstream raw materials:

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

(S)-2-acetoxy-1,1,2-triphenylethanol

(E)-3-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-propenal

Downstream raw materials:

(3S,4E)-5-[2-cyclopropyl-4-(4-fluorophenyl)quinoline-3-yl]-3-hydroxypentenoic acid (R)-α-methylbenzylamine salt

(E)-(3R,5S)-7-[2-cyclopropyl-4-(4-fluoro-phenyl)-quinolin-3-yl]-3,5-dihydroxy-hept-6-enoic acid ethyl ester

ethyl 5(S)-(E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-quinolin-3-yl]-5-hydroxy-3-oxo-6-heptenoate

pitavastatin calcium salt