(2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol

Base Information

• Chemical Name: (2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol
• CAS No.: 1443752-76-8
• Molecular Formula: C₂₉H₃₁NO₄
• Molecular Weight: 457.569
• Mol file: 1443752-76-8.mol

Synonyms:(2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol

Chemical Property of (2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol

There total 19 articles about (2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol 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:

3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol → (2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol (1443752-76-8) + (2R)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol (1443752-77-9)

Guidance literature:

With Diacel, Chiralpak IC; In hexane; isopropyl alcohol; Resolution of racemate;

Reference yield:

4-hydroxyphenylacetate (156-38-7) → (2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol (1443752-76-8) + (2R)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol (1443752-77-9)

Guidance literature:

Multi-step reaction with 6 steps

1: boron trifluoride diethyl etherate / toluene / 1.5 h / 100 - 108 °C / Inert atmosphere

2: toluene-4-sulfonic acid / 0.75 h / -10 - 0 °C

3: piperidine / toluene / 24 h / Reflux

4: tetrahydrofuran / 6 h / 0 - 20 °C

5: acetic acid; water / 2 h / 90 °C

6: Diacel, Chiralpak IC / hexane; isopropyl alcohol / Resolution of racemate

With piperidine; boron trifluoride diethyl etherate; water; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; hexane; isopropyl alcohol; toluene;

Reference yield:

2,4,4'-trihydroxy deoxybenzoin (17720-60-4,423150-69-0) → (2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol (1443752-76-8) + (2R)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol (1443752-77-9)

Guidance literature:

Multi-step reaction with 5 steps

1: toluene-4-sulfonic acid / 0.75 h / -10 - 0 °C

2: piperidine / toluene / 24 h / Reflux

3: tetrahydrofuran / 6 h / 0 - 20 °C

4: acetic acid; water / 2 h / 90 °C

5: Diacel, Chiralpak IC / hexane; isopropyl alcohol / Resolution of racemate

With piperidine; water; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; hexane; isopropyl alcohol; toluene;

upstream raw materials:

recorcinol

4-hydroxyphenylacetate

2,4,4'-trihydroxy deoxybenzoin

1-(2-hydroxy-4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)ethanone

Downstream raw materials:

C₃₃H₃₅NO₈

(2S)-3-(4-hydroxyphenyl)-4-methyl-2-(4-{2-[(3R)-3-methylpyrrolidin-1-yl]ethoxy}phenyl)-2H-chromen-7-ol hydrochloride

C₂₉H₃₁NO₅

C₂₉H₃₃NO₁₀P₂