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

Base Information

• Chemical Name: (R)-3-(4,5-bis(benzyloxy)pyridin-2-yl)-4-(2,3-dihydroxypropyl)-1H-1,2,4-triazol-5(4H)-one
• CAS No.: 1229937-22-7
• Molecular Formula: C₂₄H₂₄N₄O₅
• Molecular Weight: 448.478
• Mol file: 1229937-22-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 9 articles about (R)-3-(4,5-bis(benzyloxy)pyridin-2-yl)-4-(2,3-dihydroxypropyl)-1H-1,2,4-triazol-5(4H)-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%

2-{[4,5-bis(benzyloxy)pyridin-2-yl]carbonyl}-N-[(2R)-2,3-dihydroxypropyl]hydrazinecarboxamide (1229937-21-6) → 4,5-bis(benzyloxy)picolinic acid (112334-46-0) + (R)-3-(4,5-bis(benzyloxy)pyridin-2-yl)-4-(2,3-dihydroxypropyl)-1H-1,2,4-triazol-5(4H)-one (1229937-22-7)

Guidance literature:

2-{[4,5-bis(benzyloxy)pyridin-2-yl]carbonyl}-N-[(2R)-2,3-dihydroxypropyl]hydrazinecarboxamide; With potassium hydroxide; In water; at 100 ℃; for 13h;

With hydrogenchloride; In water; at 0 ℃; pH=7;

Reference yield: 90.0%

5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(3H)-one (1229937-09-0) + (R)-3-amino-1,2-propanediol (66211-46-9,98923-21-8) → (R)-3-(4,5-bis(benzyloxy)pyridin-2-yl)-4-(2,3-dihydroxypropyl)-1H-1,2,4-triazol-5(4H)-one (1229937-22-7)

Guidance literature:

5-(4,5-bis(benzyloxy)pyridin-2-yl)-1,3,4-oxadiazol-2(3H)-one; (R)-3-amino-1,2-propanediol; In tetrahydrofuran; at 60 ℃;

With potassium hydroxide; In water; at 100 ℃;

DOI:10.1021/ml200012f

Reference yield:

5-benzyloxy-2-hydroxymethyl-4H-pyran-4-one (15771-06-9) → (R)-3-(4,5-bis(benzyloxy)pyridin-2-yl)-4-(2,3-dihydroxypropyl)-1H-1,2,4-triazol-5(4H)-one (1229937-22-7)

Guidance literature:

Multi-step reaction with 6 steps

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

2.1: ammonium hydroxide / water / 80 °C

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

4.1: hydrazine hydrate / methanol / 65 °C

5.1: tetrahydrofuran

6.1: tetrahydrofuran / 60 °C

6.2: 100 °C

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

upstream raw materials:

2-{[4,5-bis(benzyloxy)pyridin-2-yl]carbonyl}-N-[(2R)-2,3-dihydroxypropyl]hydrazinecarboxamide

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

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

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

Downstream raw materials:

tert-butyl 2-({[(1Z)-2-({(3S)-1-[({3-[4,5-bis(benzyloxy)pyridin-2-yl]-4-[(2R)-2,3-dihydroxypropyl]-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl}sulfonyl)carbamoyl]-2-oxoazetidin-3-yl}amino)-1-{2-[(tert-butoxycarbonyl)amino]-1,3-thiazol-4-yl}-2-oxoethylidene]amino}oxy)-2-methylpropanoate