methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate

Base Information

• Chemical Name: methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate
• CAS No.: 955360-12-0
• Molecular Formula: C₂₁H₃₃NO₃
• Molecular Weight: 347.498
• Mol file: 955360-12-0.mol

Synonyms:methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate

Chemical Property of methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate

There total 1 articles about methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate 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%

1-(3-hydroxypropyl)hexahydro-1H-azepine (29194-89-6) + 5-(4-hydroxyphenyl)pentanoic acid methyl ester (64201-30-5) → methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate (955360-12-0)

Guidance literature:

With di-tert-butyl-diazodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -20 - 75 ℃;

DOI:10.1021/jm1013874

Reference yield:

methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate (955360-12-0) → 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentyl methanesulfonate (955360-14-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0.27 h / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1021/jm1013874

Reference yield:

methyl 5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentanoate (955360-12-0) → 4-[(4-chlorophenyl)methyl]-2-{[(2R)-1-[5-[4-{3-(hexahydro-1H-azepin-1-yl)propoxy}phenyl]pentyl]-2-pyrrolidinyl]methyl}-1(2H)-phthalazinone

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0.27 h / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

3.1: sodium hydrogencarbonate / acetonitrile / 144 h / 80 °C / Inert atmosphere

3.2: Preparative HPLC

With lithium aluminium tetrahydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/jm1013874

upstream raw materials:

1-(3-hydroxypropyl)hexahydro-1H-azepine

5-(4-hydroxyphenyl)pentanoic acid methyl ester

Downstream raw materials:

5-(4-[3-(hexahydro-1H-azepin-1-yl)propoxy]phenyl)pentyl methanesulfonate