(S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol

Base Information

• Chemical Name: (S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol
• CAS No.: 1395896-82-8
• Molecular Formula: C₂₉H₂₈N₂O₂
• Molecular Weight: 436.554
• Mol file: 1395896-82-8.mol

Synonyms:(S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol

Chemical Property of (S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol

There total 5 articles about (S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol 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: 15.4%

(S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman-3-amine (1072854-74-0) + 4-chloro-2-(hydroxymethyl)pyridinium chloride (1185714-76-4) → (S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol (1395896-82-8)

Guidance literature:

With potassium carbonate; In water; isopropyl alcohol; at 140 ℃; for 1h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.bmcl.2012.06.105

Reference yield:

C24H25NO2 (221359-96-2) → (S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol (1395896-82-8)

Guidance literature:

Multi-step reaction with 3 steps

1: boron tribromide / dichloromethane / -78 °C

2: triethylamine / dichloromethane / 0 °C

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / N,N-dimethyl-formamide / Heating

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; boron tribromide; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 3: Suzuki coupling;

DOI:10.1016/j.bmcl.2012.06.105

Reference yield:

benzyl bromide (100-39-0) → (S)-(4-(3-(dibenzylamino)chroman-5-yl)pyridin-2-yl)methanol (1395896-82-8)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / dichloromethane

2: boron tribromide / dichloromethane / -78 °C

3: triethylamine / dichloromethane / 0 °C

4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / N,N-dimethyl-formamide / Heating

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; boron tribromide; potassium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 4: Suzuki coupling;

DOI:10.1016/j.bmcl.2012.06.105

upstream raw materials:

(S)-N,N-dibenzyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)chroman-3-amine

4-chloro-2-(hydroxymethyl)pyridinium chloride

(3S)-3-(dibenzylamino)-3,4-dihydro-2H-chromen-5-yl trifluoromethanesulfonate

(2-(hydroxymethyl)pyridin-4-yl)boronic acid