diethyl (S_S,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate

Base Information

• Chemical Name: diethyl (S_S,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate
• CAS No.: 607729-56-6
• Molecular Formula: C₂₂H₃₀NO₅PS
• Molecular Weight: 451.524
• Mol file: 607729-56-6.mol

Synonyms:diethyl (S_S,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate

Chemical Property of diethyl (S_S,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (S_S,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate

There total 4 articles about diethyl (S_S,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate 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: 75.0%

diethyl iodomethanephosphonate (10419-77-9) + (S)-(+)-N-(p-methoxybenzylidene)-2,4,6-trimethylphenylsulfinamide → diethyl (SS,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate (607729-56-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo030142m

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → diethyl (SS,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate (607729-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / titanium(IV) ethoxide / CH₂Cl₂ / 20 °C

2: 75 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

With titanium(IV) tetraethanolate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 2: aza-Darzens reaction;

DOI:10.1021/jo030142m

Reference yield:

(S)-(+)-2,4,6-trimethylbenzenesulfinamide (607729-50-0) → diethyl (SS,2S,3R)-(+)-N-(mesitylsulfinyl)-3-(p-methoxyphenyl)aziridine-2-phosphonate (607729-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / titanium(IV) ethoxide / CH₂Cl₂ / 20 °C

2: 75 percent / lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 °C

With titanium(IV) tetraethanolate; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 2: aza-Darzens reaction;

DOI:10.1021/jo030142m

upstream raw materials:

diethyl iodomethanephosphonate

4-methoxy-benzaldehyde

(S)-(+)-2,4,6-trimethylbenzenesulfinamide