[4-²H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one

Base Information

• Chemical Name: [4-²H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one
• CAS No.: 1627096-62-1
• Molecular Formula: C₁₁H₈N₂O₄
• Molecular Weight: 233.188
• Mol file: 1627096-62-1.mol

Synonyms:[4-²H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one

Chemical Property of [4-²H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [4-²H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one

There total 2 articles about [4-²H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one 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:

α-deuterio-4-nitro-benzaldehyde (94781-50-7) + N-acetylglycine (543-24-8) → [4-2H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one (1627096-62-1)

Guidance literature:

With sodium acetate; In acetic anhydride; at 100 ℃;

DOI:10.1002/anie.201311061

Reference yield:

4-nitro-benzoyl chloride (122-04-3) → [4-2H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one (1627096-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium deuteride / diethylene glycol dimethyl ether; tert-butyl alcohol / 0.5 h / -78 °C

2: sodium acetate / acetic anhydride / 100 °C

With lithium aluminium deuteride; sodium acetate; In diethylene glycol dimethyl ether; acetic anhydride; tert-butyl alcohol;

DOI:10.1002/anie.201311061

Reference yield:

[4-2H]-4(4-nitrobenzylidene)-2-methyloxazol-5(4H)-one (1627096-62-1) → 4-nitrophenylalanine (1991-83-9,2922-40-9,56613-61-7,949-99-5)

Guidance literature:

Multi-step reaction with 5 steps

1: methanol / 0.5 h / 20 °C

2: hydrogen; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate / methanol / 1.5 h / 5171.62 Torr

3: hydrogenchloride / water; acetone / 7 h / Reflux

4: E_. coli BL₂₁(DE₃) whole cells expressing Anabaena variabilis phenylalanine ammonia lyase / aq. buffer / 48 h / 30 °C / pH 8.3 / Enzymatic reaction

5: ammonium hydroxide; Anabaena variabilis phenylalanine ammonia lyase / 30 °C / pH 9.5 / Enzymatic reaction

With hydrogenchloride; ammonium hydroxide; (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; Anabaena variabilis phenylalanine ammonia lyase; hydrogen; In methanol; water; acetone;

DOI:10.1002/anie.201311061

upstream raw materials:

4-nitro-benzoyl chloride

α-deuterio-4-nitro-benzaldehyde

N-acetylglycine

Downstream raw materials:

4-nitro-trans-cinnamic acid

4-nitro-3-phenyl-L-alanine

(R)-4-nitro-phenylalanine

4-nitrophenylalanine

Refernces