(S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime

Base Information

• Chemical Name: (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime
• CAS No.: 1311322-00-5
• Molecular Formula: C₁₃H₁₇NO₄
• Molecular Weight: 251.282
• Mol file: 1311322-00-5.mol

Synonyms:

Chemical Property of (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime

There total 3 articles about (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime 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:

N-[(2S)-3-(1,3-dioxolan-2-yl)-1-nitro-2-(2-methoxyphenyl)propyl]phtalimide (1311321-85-3) → (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime + (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime (1311322-00-5)

Guidance literature:

With hydroxylamine hydrochloride; sodium carbonate; In methanol; at 20 ℃; for 16h; optical yield given as %de;

DOI:10.1002/chem.201100605

Reference yield:

(3S)-3-(2-methoxyphenyl)-4-nitro-4-phthalimidobutanal (1311321-70-6) → (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime + (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime (1311322-00-5)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 18 h / 20 °C

2: hydroxylamine hydrochloride; sodium carbonate / methanol / 16 h / 20 °C

With hydroxylamine hydrochloride; sodium carbonate; toluene-4-sulfonic acid; In methanol;

DOI:10.1002/chem.201100605

Reference yield:

(E)-3-(2-methoxyphenyl)propenal (60125-24-8) → (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime + (S)-3-(1,3-dioxolan-2-yl)-2-(2-methoxyphenyl)propanal oxime (1311322-00-5)

Guidance literature:

Multi-step reaction with 3 steps

1: (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine / ethanol / 120 h / 4 °C

2: toluene-4-sulfonic acid / 18 h / 20 °C

3: hydroxylamine hydrochloride; sodium carbonate / methanol / 16 h / 20 °C

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; hydroxylamine hydrochloride; sodium carbonate; toluene-4-sulfonic acid; In methanol; ethanol; 1: Michael reaction;

DOI:10.1002/chem.201100605

upstream raw materials:

(3S)-3-(2-methoxyphenyl)-4-nitro-4-phthalimidobutanal

N-[(2S)-3-(1,3-dioxolan-2-yl)-1-nitro-2-(2-methoxyphenyl)propyl]phtalimide

(E)-3-(2-methoxyphenyl)propenal