2α-<1-acetyl-2-(3-nitrophenyl)ethenyl>-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane

Base Information

• Chemical Name: 2α-<1-acetyl-2-(3-nitrophenyl)ethenyl>-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane
• CAS No.: 146142-54-3
• Molecular Formula: C₁₅H₁₈NO₆P
• Molecular Weight: 339.285
• Mol file: 146142-54-3.mol

Synonyms:2α-<1-acetyl-2-(3-nitrophenyl)ethenyl>-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane

Chemical Property of 2α-<1-acetyl-2-(3-nitrophenyl)ethenyl>-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2α-<1-acetyl-2-(3-nitrophenyl)ethenyl>-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane

There total 7 articles about 2α-<1-acetyl-2-(3-nitrophenyl)ethenyl>-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane 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: 73.0%

3-(dimorpholinomethyl)-1-nitrobenzene (40891-03-0) + 2α-acetonyl-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane (146142-51-0) → 2α-<1-acetyl-2-(3-nitrophenyl)ethenyl>-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane (146142-54-3)

Guidance literature:

With trifluoroacetic acid; In toluene; at 60 ℃; for 0.5h;

DOI:10.1248/cpb.40.2370

Reference yield: 27.0%

3-nitro-benzaldehyde (99-61-6) + 1-(4,6-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-propan-2-one (115579-09-4) → (E)-3-(4,6-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-4-(3-nitro-phenyl)-but-3-en-2-one (115453-87-7,124236-62-0,128531-68-0,146142-52-1,146142-53-2,146142-54-3)

Guidance literature:

piperdinium acetate; In benzene; Heating;

DOI:10.1248/cpb.35.4144

Reference yield:

pentane-1,3-diol (1825-14-5,3950-21-8,36402-52-5,42075-32-1,72345-23-4,625-69-4) → (E)-3-(4,6-Dimethyl-2-oxo-2λ5-[1,3,2]dioxaphosphinan-2-yl)-4-(3-nitro-phenyl)-but-3-en-2-one (115453-87-7,124236-62-0,128531-68-0,146142-52-1,146142-53-2,146142-54-3)

Guidance literature:

Multi-step reaction with 4 steps

1: phosphorus trichloride / diethyl ether; CH₂Cl₂ / 2 h / Ambient temperature

2: triethylamine / diethyl ether / 2 h / Ambient temperature

3: 55 percent / 1 h / 80 °C

4: 27 percent / piperidine*AcOH / benzene / Heating

With triethylamine; phosphorus trichloride; piperdinium acetate; In diethyl ether; dichloromethane; benzene;

DOI:10.1248/cpb.35.4144

upstream raw materials:

3-(dimorpholinomethyl)-1-nitrobenzene

2α-acetonyl-4α,6α-dimethyl-2β-oxo-1,3,2-dioxaphosphorinane

(2R,4S)-2,4-pentanediol

(2β,4α,6α)-2-methoxy-4,6-dimethyl-1,3,2-dioxaphosphorinane

Downstream raw materials:

2-(N-Benzyl-N-methylamino)-ethyl 2,6-dimethyl-5-(4,6-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

5-(4,6-Dimethyl-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid methyl ester