5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(5H)-one

Base Information

• Chemical Name: 5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(5H)-one
• CAS No.: 1229937-09-0
• Molecular Formula: C21H17N3O4
• Molecular Weight: 375.384
• Mol file: 1229937-09-0.mol

Synonyms:5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(5H)-one;5-[4,5-Bis(phenylmethoxy)-2-pyridinyl]-1,3,4-oxadiazol-2(3H)-one;5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(3H)-one

Chemical Property of 5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(5H)-one

Chemical Property:

• PKA: 6.80±0.10(Predicted)
• PSA: 82.37000
• Density: 1.30
• LogP: 3.71180

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(5H)-one

There total 7 articles about 5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(5H)-one 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: 92.0%

Carbonyldiimidazole (64269-79-0) + 4,5-bis(benzyloxy)pyridine-2-carbohydrazide (1229937-08-9) → 5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(3H)-one (1229937-09-0)

Guidance literature:

In tetrahydrofuran;

DOI:10.1021/ml200012f

Reference yield:

benzyl chloride (100-44-7) → 5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(3H)-one (1229937-09-0)

Guidance literature:

Multi-step reaction with 6 steps

1: potassium carbonate / N,N-dimethyl-formamide

2: chromium(VI) oxide; sulfuric acid / water; acetone / -5 - 20 °C

3: ammonium hydroxide / water / 80 °C

4: potassium carbonate / N,N-dimethyl-formamide / 80 °C

5: hydrazine hydrate / methanol / 65 °C

6: tetrahydrofuran

With chromium(VI) oxide; ammonium hydroxide; sulfuric acid; potassium carbonate; hydrazine hydrate; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1021/ml200012f

Reference yield:

benzyl 4,5-bis(benzyloxy)picolinate (112334-42-6) → 5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(3H)-one (1229937-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrazine hydrate / methanol / 65 °C

2: tetrahydrofuran

With hydrazine hydrate; In tetrahydrofuran; methanol;

DOI:10.1021/ml200012f

upstream raw materials:

5-hydroxy-2-(hydroxymethyl)-4H-pyran-4-one

Carbonyldiimidazole

4,5-bis(benzyloxy)pyridine-2-carbohydrazide

5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one

Downstream raw materials:

2-{[4,5-bis(benzyloxy)pyridin-2-yl]carbonyl}-N-(cyanomethyl)hydrazinecarboxamide

2-{[4,5-bis(benzyloxy)pyridin-2-yl]carbonyl}hydrazinecarboxylic acid [(2R)-2-hydroxypropyl]amide

(R)-3-(4,5-bis(benzyloxy)pyridin-2-yl)-4-(2,3-dihydroxypropyl)-1H-1,2,4-triazol-5(4H)-one