6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: 6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester
• CAS No.: 1173695-53-8
• Molecular Formula: C₂₆H₂₂N₂O₃
• Molecular Weight: 410.472
• Mol file: 1173695-53-8.mol

Synonyms:6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester

Chemical Property of 6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester

There total 3 articles about 6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester 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: 79.0%

(S)-1-(1-Naphthyl)ethylamine (10420-89-0) + 6-[(benzyloxy)carbonyl]pyridine-2-carboxylic acid (125686-90-0) → 6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester (1173695-53-8)

Guidance literature:

(S)-1-(1-Naphthyl)ethylamine; 6-[(benzyloxy)carbonyl]pyridine-2-carboxylic acid; With benzotriazol-1-ol; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/ja9032204

Reference yield: 79.0%

(R)-1-(1-Naphthyl)ethylamine (3886-70-2) + 6-[(benzyloxy)carbonyl]pyridine-2-carboxylic acid (125686-90-0) → 6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester (1173695-53-8)

Guidance literature:

(R)-1-(1-Naphthyl)ethylamine; 6-[(benzyloxy)carbonyl]pyridine-2-carboxylic acid; With benzotriazol-1-ol; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/hlca.200900213

Reference yield:

benzyl bromide (100-39-0) → 6-{{[(1S)-1-(naphthalen-1-yl)ethyl]amino}carbonyl}pyridine-2-carboxylic acid benzyl ester (1173695-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / N,N-dimethyl-formamide

2: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane

With sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c8dt02753f

upstream raw materials:

(R)-1-(1-Naphthyl)ethylamine

6-[(benzyloxy)carbonyl]pyridine-2-carboxylic acid

(S)-1-(1-Naphthyl)ethylamine

benzyl bromide