2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic acid

Base Information

• Chemical Name: 2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic acid
• CAS No.: 1026009-57-3
• Molecular Formula: C₂₇H₂₁BrClNO₃
• Molecular Weight: 522.826
• Mol file: 1026009-57-3.mol

Synonyms:2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic acid

Chemical Property of 2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic acid

There total 3 articles about 2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic 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:

2-((S)-3-Acetoxy-1-bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-propyl)-benzoic acid methyl ester (184763-69-7) → (E)-3-[2-(7-chloro-2-quinolinyl)ethenyl]benzaldehyde (120578-03-2) + trans-3-[2-(7-chloroquinolin-2-yl)ethenyl]benzyl alcohol (139425-04-0) + 3-[(E)-2-(7-chloro-2-quinolyl)vinyl]benzoic acid (203940-18-5) + 2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic acid (1026009-57-3)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 23 ℃; for 24h;

DOI:10.1021/jo9615817

Reference yield:

methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate (181139-72-0) → 2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic acid (1026009-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / Et₃N, 4-DMAP / CH₂Cl₂ / 0.25 h

2: 69 percent / NBS, (BzO)2 / CCl₄ / 3 h / Heating

3: 1 N LiOH / tetrahydrofuran; methanol / 24 h / 23 °C

With dmap; lithium hydroxide; N-Bromosuccinimide; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane;

DOI:10.1021/jo9615817

Reference yield:

2-((S)-3-Acetoxy-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-propyl)-benzoic acid methyl ester (184763-59-5) → 2-((S)-1-Bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-3-hydroxy-propyl)-benzoic acid (1026009-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / NBS, (BzO)2 / CCl₄ / 3 h / Heating

2: 1 N LiOH / tetrahydrofuran; methanol / 24 h / 23 °C

With lithium hydroxide; N-Bromosuccinimide; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane;

DOI:10.1021/jo9615817

upstream raw materials:

2-((S)-3-Acetoxy-1-bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-propyl)-benzoic acid methyl ester

methyl-[(E)]-2-[3(S)-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-hydroxypropyl] benzoate

2-((S)-3-Acetoxy-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-propyl)-benzoic acid methyl ester