2H-Pyran-3-ol, tetrahydro-6-methoxy-, 4-nitrobenzoate

Base Information

• Chemical Name: 2H-Pyran-3-ol, tetrahydro-6-methoxy-, 4-nitrobenzoate
• CAS No.: 645412-87-9
• Molecular Formula: C13H15NO6
• Molecular Weight: 281.265
• Mol file: 645412-87-9.mol

Synonyms:

Chemical Property of 2H-Pyran-3-ol, tetrahydro-6-methoxy-, 4-nitrobenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Pyran-3-ol, tetrahydro-6-methoxy-, 4-nitrobenzoate

There total 1 articles about 2H-Pyran-3-ol, tetrahydro-6-methoxy-, 4-nitrobenzoate 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: 84.0%

4-nitro-benzoyl chloride (122-04-3) + 6(R)-methoxy-3(S)-hydroxy-tetrahydro-2H-pyran (28194-32-3) → 5-(p-nitrobenzyloxy)-2-methoxytetrahydropyran (645412-87-9)

Guidance literature:

With pyridine; dmap; In dichloromethane; at 23 ℃; for 15h;

DOI:10.1021/ja037935a

Reference yield: 93.0%

5-(p-nitrobenzyloxy)-2-methoxytetrahydropyran (645412-87-9) → 5-(p-nitrobenzyloxy)tetrahydropyran-2-ol (645412-88-0)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 90 ℃; for 18h;

DOI:10.1021/ja037935a

Reference yield:

5-(p-nitrobenzyloxy)-2-methoxytetrahydropyran (645412-87-9) → 5-(p-nitrobenzyloxy)tetrahydropyran-2-acetate (645412-89-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / aq. HCl / tetrahydrofuran / 18 h / 90 °C

2: 63 percent / pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 44 h

With pyridine; hydrogenchloride; dmap; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja037935a

upstream raw materials:

4-nitro-benzoyl chloride

6(R)-methoxy-3(S)-hydroxy-tetrahydro-2H-pyran

Downstream raw materials:

5-(p-nitrobenzyloxy)tetrahydropyran-2-ol

5-(p-nitrobenzyloxy)tetrahydropyran-2-acetate