5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde

Base Information

• Chemical Name: 5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde
• CAS No.: 280762-58-5
• Molecular Formula: C₁₉H₂₁NO₅
• Molecular Weight: 343.379
• Mol file: 280762-58-5.mol

Synonyms:5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde

Chemical Property of 5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde

There total 8 articles about 5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde 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: 95.0%

(5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridin-8-yl)methanol (252987-04-5) → 5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde (280762-58-5)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; for 4h; Reflux;

Reference yield:

5-{[(4-methoxybenzyl)oxy]methyl}-2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine (252987-03-4) → 5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde (280762-58-5)

Guidance literature:

Multi-step reaction with 3 steps

1: m-CPBA / CHCl₃ / 2 h / 20 °C

2: 26.8 g / trifluoroacetic anhydride / CH₂Cl₂ / 5 h / 20 °C

3: 89 percent / MnO₂ / CHCl₃ / 21 h / 20 °C

With manganese(IV) oxide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In dichloromethane; chloroform; 1: Oxidation / 2: Rearrangement / 3: Oxidation;

DOI:10.1016/S0040-4020(00)00121-6

Reference yield:

5-((4-methoxybenzyloxy)methyl)-2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine 7-oxide (280762-77-8) → 5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carbaldehyde (280762-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 26.8 g / trifluoroacetic anhydride / CH₂Cl₂ / 5 h / 20 °C

2: 89 percent / MnO₂ / CHCl₃ / 21 h / 20 °C

With manganese(IV) oxide; trifluoroacetic anhydride; In dichloromethane; chloroform; 1: Rearrangement / 2: Oxidation;

DOI:10.1016/S0040-4020(00)00121-6

upstream raw materials:

(5-{[(4-methoxybenzyl)oxy]methyl}-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridin-8-yl)methanol

(2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridin-5-yl)methanol

p-methoxybenzyl chloride

5-{[(4-methoxybenzyl)oxy]methyl}-2,2,8-trimethyl-4H-[1,3]dioxino[4,5-c]pyridine

Downstream raw materials:

5-((4-methoxybenzyloxy)methyl)-2,2-dimethyl-4H-[1,3]dioxino[4,5-c]pyridine-8-carboxylic acid

3-benzyloxy-4-chloromethyl-5-(4-methoxy-benzyloxymethyl)-pyridine

(+)-5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}nicotinaldehyde

(4S)-4-[(E:Z)-2-(5-(benzyloxy)-4-{[(2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-2-pyrazinyl]methyl}-3-pyridinyl)ethenyl]-1,3-oxazolidin-2-one