N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-2-ylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide

Base Information

• Chemical Name: N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-2-ylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide
• CAS No.: 1539276-41-9
• Molecular Formula: C₃₇H₅₁N₅O₃
• Molecular Weight: 613.844
• Mol file: 1539276-41-9.mol

Synonyms:

Chemical Property of N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-2-ylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide

Chemical Property:

Purity/Quality:

≥95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-2-ylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide

There total 14 articles about N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-2-ylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide 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-piperidin-1-yl-N,N-dipropylisophthalamic acid (1539276-88-4) + C18H25N3O → N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-2-ylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide (1539276-41-9)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 - 20 ℃; for 24h;

DOI:10.1021/ml4004952

Reference yield:

dimethyl 5-bromoisophthalate (51760-21-5) → N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-2-ylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide (1539276-41-9)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 50 - 80 °C

2: sodium hydroxide / water; methanol / 20 °C

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 24 h / 20 °C

4: sodium hydroxide / water; methanol / 50 °C

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 0 - 20 °C

With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/ml4004952

Reference yield:

5-piperidin-1-yl-N,N-dipropylisophthalamic acid methyl ester (1539276-84-0) → N-[(1S,2R)-1-benzyl-2-hydroxy-3-(1-methyl-1-pyridin-2-ylethylamino)propyl]-5-piperidin-1-yl-N',N'-dipropylisophthalamide (1539276-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / water; methanol / 50 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 24 h / 0 - 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; dichloromethane; water;

DOI:10.1021/ml4004952

upstream raw materials:

5-piperidin-1-yl-N,N-dipropylisophthalamic acid methyl ester

5-piperidin-1-yl-N,N-dipropylisophthalamic acid

2-(pyridin-2-yl)isopropyl amine

(1-methyl-1-pyridin-2-ylethyl)carbamic acid tert-butyl ester