(E,3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid;(1R)-1-phenylethanamine

Base Information

• Chemical Name: (E,3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid;(1R)-1-phenylethanamine
• CAS No.: 147511-70-4
• Molecular Formula: C2 H7 N
• Molecular Weight: 542.65
• European Community (EC) Number: 695-826-7
• Mol file: 147511-70-4.mol

Synonyms:147511-70-4;(E,3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid;(1R)-1-phenylethanamine;(1R)-1-phenylethan-1-amine;(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid;(R)-1-phenylethan-1-amine (3R,5S,E)-7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate;AKOS025401679;(3R,5S)-7-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-6-heptane acid (+)-phenylethylamine salt;AC-24414

Chemical Property of (E,3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid;(1R)-1-phenylethanamine

Chemical Property:

• Boiling Point: 14.2 °C at 760 mmHg
• PSA: 116.67000
• Density: 0.691 g/cm³
• LogP: 6.92470
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 542.25808576
• Heavy Atom Count: 40
• Complexity: 706

Purity/Quality:

99%, ^*data from raw suppliers

(3R,5S)-7-[2-Cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-6-heptane acid (+)-phenylethylamine salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N.C1CC1C2=NC3=CC=CC=C3C(=C2C=CC(CC(CC(=O)O)O)O)C4=CC=C(C=C4)F
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)N.C1CC1C2=NC3=CC=CC=C3C(=C2/C=C/[C@H](C[C@H](CC(=O)O)O)O)C4=CC=C(C=C4)F
• Uses: Pitavastatin (+)-Phenylethylamine Salt is a salt analog of Pitavastatin (CAT# P215580), which is a HMG-?CoA reductase inhibitor useful in lowering cholesterol levels. Pitavastatin (+)-Phenylethylamine Salt can be used in the preparation of novel crystals of pitavastatin calcium for treatment of hypercholesterolemia, familial hypercholesterolemia, and atherosclerosis.

Technology Process of (E,3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid;(1R)-1-phenylethanamine

There total 6 articles about (E,3R,5S)-7-[2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl]-3,5-dihydroxyhept-6-enoic acid;(1R)-1-phenylethanamine 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:

(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-6-heptenoic acid tert-butyl ester (586966-54-3) + (R)-1-phenyl-ethyl-amine (3886-69-9) → (R)-1-phenylethanamine (3R,5S,E)-7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate (147511-70-4)

Guidance literature:

(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-6-heptenoic acid tert-butyl ester; With hydrogenchloride; In water; acetonitrile; at 20 ℃; for 3h;

(R)-1-phenyl-ethyl-amine; In dichloromethane; at 20 ℃; for 36h;

Reference yield:

2-cyclopropyl-4-(4-fluorophenyl)-3-formylquinoline (121660-37-5) → (R)-1-phenylethanamine (3R,5S,E)-7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate (147511-70-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium tetrahydroborate; methanol / tetrahydrofuran / 2 h / 0 - 5 °C

2.1: phosphorus tribromide / dichloromethane / 3.17 h / 0 - 20 °C

3.1: dichloromethane / Reflux

4.1: potassium carbonate / N,N-dimethyl-formamide / 20 - 80 °C

5.1: (R)-10-camphorsulfonic acid / acetonitrile; water / 4 h / 20 °C

6.1: hydrogenchloride / acetonitrile; water / 3 h / 20 °C

6.2: 36 h / 20 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; (R)-10-camphorsulfonic acid; phosphorus tribromide; potassium carbonate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

2-cyclopropyl-4-(4-fluorophenyl)-3-(hydroxymethyl)quinoline (121660-11-5) → (R)-1-phenylethanamine (3R,5S,E)-7-(2-cyclopropyl-4-(4-fluorophenyl)quinolin-3-yl)-3,5-dihydroxyhept-6-enoate (147511-70-4)

Guidance literature:

Multi-step reaction with 5 steps

1.1: phosphorus tribromide / dichloromethane / 3.17 h / 0 - 20 °C

2.1: dichloromethane / Reflux

3.1: potassium carbonate / N,N-dimethyl-formamide / 20 - 80 °C

4.1: (R)-10-camphorsulfonic acid / acetonitrile; water / 4 h / 20 °C

5.1: hydrogenchloride / acetonitrile; water / 3 h / 20 °C

5.2: 36 h / 20 °C

With hydrogenchloride; (R)-10-camphorsulfonic acid; phosphorus tribromide; potassium carbonate; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

(3R,5S,6E)-7-[2-cyclopropyl-4-(4-fluorophenyl)-3-quinolyl]-3,5-dihydroxy-6-heptenoic acid tert-butyl ester

(R)-1-phenyl-ethyl-amine

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

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

Downstream raw materials:

pitavastatin calcium salt

Refernces