(S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

Base Information

• Chemical Name: (S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile
• CAS No.: 1585941-24-7
• Molecular Formula: C₃₂H₃₂FN₃O₃
• Molecular Weight: 525.623
• Mol file: 1585941-24-7.mol

Synonyms:

Chemical Property of (S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile

There total 3 articles about (S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile 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:

5-phthalimido-1-pentanal (95691-09-1) + (+)-Desmethylcitalopram (144025-14-9,144010-85-5) → (S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile (1585941-24-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In 1,2-dichloro-ethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/ml5000806

Reference yield:

citalopram hydrobromide (59729-32-7) → (S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile (1585941-24-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ammonium hydroxide / water

1.2: 18 h / 0 °C / Inert atmosphere; Reflux

2.1: (2S,3S)-di-4-toluoyltartaric acid / methanol

3.1: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C / Inert atmosphere

With ammonium hydroxide; (2S,3S)-di-4-toluoyltartaric acid; sodium tris(acetoxy)borohydride; acetic acid; In methanol; water; 1,2-dichloro-ethane;

DOI:10.1021/ml5000806

Reference yield:

rac-desmethylcitalopram (62498-67-3,144010-85-5) → (S)-1-(3-((5-(1,3-dioxoisoindolin-2-yl)pentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile (1585941-24-7)

Guidance literature:

Multi-step reaction with 2 steps

1: (2S,3S)-di-4-toluoyltartaric acid / methanol

2: sodium tris(acetoxy)borohydride; acetic acid / 1,2-dichloro-ethane / 20 °C / Inert atmosphere

With (2S,3S)-di-4-toluoyltartaric acid; sodium tris(acetoxy)borohydride; acetic acid; In methanol; 1,2-dichloro-ethane;

DOI:10.1021/ml5000806

upstream raw materials:

rac-desmethylcitalopram

5-phthalimido-1-pentanal

(+)-Desmethylcitalopram

citalopram hydrobromide

Downstream raw materials:

(S)-1-(3-((5-aminopentyl)(methyl)amino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile