5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal

Base Information

• Chemical Name: 5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal
• CAS No.: 169689-32-1
• Molecular Formula: C₂₁H₂₉NO₅
• Molecular Weight: 375.465
• Mol file: 169689-32-1.mol

Synonyms:5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal

Chemical Property of 5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal

There total 3 articles about 5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal 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:

5'-O-benzylpyridoxine (26864-21-1) → 5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal (169689-32-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / MnO₂ / CHCl₃ / 20 h / Ambient temperature

2: 94 percent / p-TsOH*H₂O / methanol / 12 h / Heating

3: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 10 h

With manganese(IV) oxide; sodium hydride; toluene-4-sulfonic acid; In methanol; chloroform;

DOI:10.1016/0040-4020(96)00704-1

Reference yield:

5-(benzyloxymethyl)-3-hydroxy-2-methylpyridine-4-carbaldehyde (169689-24-1) → 5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal (169689-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / p-TsOH*H₂O / methanol / 12 h / Heating

2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, 10 h

With sodium hydride; toluene-4-sulfonic acid; In methanol;

DOI:10.1016/0040-4020(96)00704-1

Reference yield:

2-Bromoethyl ethyl ether (592-55-2) + 5-(benzyloxymethyl)-3-hydroxy-2-methylpyridine-4-carbaldehyde dimethyl acetal (169689-25-2) → 5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde dimethyl acetal (169689-32-1)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 2.) DMF, RT;

DOI:10.1246/cl.1995.487

upstream raw materials:

2-Bromoethyl ethyl ether

5-(benzyloxymethyl)-3-hydroxy-2-methylpyridine-4-carbaldehyde dimethyl acetal

5'-O-benzylpyridoxine

5-(benzyloxymethyl)-3-hydroxy-2-methylpyridine-4-carbaldehyde

Downstream raw materials:

5-(benzyloxymethyl)-3-(2-ethoxyethoxy)-2-methylpyridine-4-carbaldehyde