2-[(3S)-3-(Acetyloxy)-1-broMo-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-benzoic Acid Methyl Ester

Base Information

• Chemical Name: 2-[(3S)-3-(Acetyloxy)-1-broMo-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-benzoic Acid Methyl Ester
• CAS No.: 184763-69-7
• Molecular Formula: C30H25BrClNO4
• Molecular Weight: 578.89
• Mol file: 184763-69-7.mol

Synonyms:2-[(3S)-3-(Acetyloxy)-1-broMo-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-benzoic Acid Methyl Ester;[3S(E)]-2-[3-(Acetyloxy)-1-broMo-3-[3-[2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-benzoic Acid Methyl Ester

Chemical Property of 2-[(3S)-3-(Acetyloxy)-1-broMo-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-benzoic Acid Methyl Ester

Chemical Property:

• PSA: 65.49000
• LogP: 7.97570
• Solubility.: Dichloromethane, Methanol

Purity/Quality:

97% ^*data from raw suppliers

2-[(3S)-3-(Acetyloxy)-1-bromo-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-benzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-[(3S)-3-(Acetyloxy)-1-broMo-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-benzoic Acid Methyl Ester

There total 2 articles about 2-[(3S)-3-(Acetyloxy)-1-broMo-3-[3-[(1E)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]propyl]-benzoic Acid 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: 69.0%

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)-3-Acetoxy-1-bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-propyl)-benzoic acid methyl ester (184763-69-7)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 3h; Heating;

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)-3-Acetoxy-1-bromo-3-{3-[(E)-2-(7-chloro-quinolin-2-yl)-vinyl]-phenyl}-propyl)-benzoic acid methyl ester (184763-69-7)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With dmap; N-Bromosuccinimide; triethylamine; dibenzoyl peroxide; In tetrachloromethane; dichloromethane;

DOI:10.1021/jo9615817

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

upstream raw materials:

2-((S)-3-Acetoxy-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

Downstream raw materials:

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

trans-3-[2-(7-chloroquinolin-2-yl)ethenyl]benzyl alcohol

3-[(E)-2-(7-chloro-2-quinolyl)vinyl]benzoic acid

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