tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate

Base Information

• Chemical Name: tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate
• CAS No.: 872322-47-9
• Molecular Formula: C₂₃H₂₇FN₄O₄
• Molecular Weight: 442.49
• Mol file: 872322-47-9.mol

Synonyms:tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate

Chemical Property of tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate

There total 2 articles about tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate 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: 86.0%

3-amino-3,4-dihydro-1,5-naphthyridin-2-(1H)-one dihydrochloride (600157-67-3) + (R)-3-tert-butoxycarbonylamino-4-(2-fluorophenyl)butyric acid 2,5-dioxopyrrolidin-1-yl ester (851307-02-3) → tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate (872322-47-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 1.5h;

Reference yield:

(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoic acid (218608-98-1,218608-99-2) → tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate (872322-47-9)

Guidance literature:

Multi-step reaction with 2 steps

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

2: N-ethyl-N,N-diisopropylamine / dichloromethane / 1.5 h / 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;

Reference yield: 54.0%

tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate (872322-47-9) → (3R)-3-amino-4-(2-fluorophenyl)-N-(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)butanamide

Guidance literature:

tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate; With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 96h;

With sodium carbonate; In water; ethyl acetate; Saturated solution;

upstream raw materials:

3-amino-3,4-dihydro-1,5-naphthyridin-2-(1H)-one dihydrochloride

(R)-3-tert-butoxycarbonylamino-4-(2-fluorophenyl)butyric acid 2,5-dioxopyrrolidin-1-yl ester

(3R)-3-[(tert-butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoic acid