tert-butyl (7-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine-8-carbonyl)glycinate

Base Information

• Chemical Name: tert-butyl (7-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine-8-carbonyl)glycinate
• CAS No.: 1262133-44-7
• Molecular Formula: C₂₀H₂₂N₄O₄
• Molecular Weight: 382.419
• Mol file: 1262133-44-7.mol

Synonyms:

Chemical Property of tert-butyl (7-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine-8-carbonyl)glycinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (7-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine-8-carbonyl)glycinate

There total 7 articles about tert-butyl (7-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine-8-carbonyl)glycinate 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: 41.0%

→ tert-butyl (7-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine-8-carbonyl)glycinate (1262133-44-7)

Guidance literature:

Reference yield:

Glycine tert-butyl ester (6456-74-2) + C14H11N3O3 → tert-butyl (7-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine-8-carbonyl)glycinate (1262133-44-7)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Cooling with ice;

DOI:10.1021/acsmedchemlett.7b00404

Reference yield:

2,4-dichloronicotinic acid (262423-77-8) → tert-butyl (7-(benzyloxy)-[1,2,4]triazolo[4,3-a]pyridine-8-carbonyl)glycinate (1262133-44-7)

Guidance literature:

Multi-step reaction with 6 steps

1: boron trifluoride diethyl etherate / tetrahydrofuran / 0 °C

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

3: hydrazine hydrate / 1,4-dioxane / 17 h / 100 °C

4: toluene-4-sulfonic acid / 1 h / 60 °C

5: hydrogenchloride / 1,4-dioxane / 3.5 h / 20 °C

6: triethylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 48 h / 20 °C / Cooling with ice

With hydrogenchloride; boron trifluoride diethyl etherate; sodium hydride; benzotriazol-1-ol; toluene-4-sulfonic acid; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acsmedchemlett.7b00404

upstream raw materials:

Glycine tert-butyl ester

2,4-dichloronicotinic acid

tert-butyl 2,4-dichloronicotinate

tert-butyl 4-(benzyloxy)-2-chloronicotinate

Refernces

• 1、 -. "TRIAZOLOPYRIDINE COMPOUND, AND ACTION THEREOF AS PROLYL HYDROXYLASE INHIBITOR OR ERYTHROPOIETIN PRODUCTION-INDUCING AGENT". Page/Page column 45-46. . Retrieved 2011/04/19.