4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde

Base Information

• Chemical Name: 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde
• CAS No.: 171815-22-8
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.213
• Mol file: 171815-22-8.mol

Synonyms:4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde

Chemical Property of 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde

There total 5 articles about 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde 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: 71.0%

ethyl 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxylate (171815-24-0) → 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde (171815-22-8)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h;

DOI:10.1021/jo00125a015

Reference yield: 3.0%

4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarbonitrile (171815-21-7) → 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde (171815-22-8) + C-(4-Benzyloxy-4,5-dihydro-isoxazol-3-yl)-methylamine

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -5 - 0 ℃; for 0.5h;

DOI:10.1021/jo00125a015

Reference yield:

4,5-dihydro-3-nitro-4-(phenylmethoxy)isoxazole (171815-20-6) → 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxaldehyde (171815-22-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / dimethylsulfoxide / 0.42 h

2: 88 percent / ethanol

3: 71 percent / DIBALH / toluene; CH₂Cl₂ / 1 h / -78 °C

With diisobutylaluminium hydride; In ethanol; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1021/jo00125a015

upstream raw materials:

4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarbonitrile

ethyl 4,5-dihydro-4-(phenylmethoxy)-3-isoxazolecarboxylate

<<1-(chloromethyl)-2-nitroethoxy>methyl>benzene

4,5-dihydro-3-nitro-4-(phenylmethoxy)isoxazole

Downstream raw materials:

(R*,R*)-γ-amino-β-(phenylmethoxy)-1,3-dithiolane-2-propanol

(R*,S*)-γ-amino-β-(phenylmethoxy)-1,3-dithiolane-2-propanol

4,5-dihydro-3-(1,3-dithiolan-2-yl)-4-(phenylmethoxy)isoxazole

Refernces