(S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate

Base Information

• Chemical Name: (S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate
• CAS No.: 1416426-74-8
• Molecular Formula: C₁₇H₁₉N₂O₅PS
• Molecular Weight: 394.388
• Mol file: 1416426-74-8.mol

Synonyms:(S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate

Chemical Property of (S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate

There total 7 articles about (S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)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: 80.0%

Acetyl cyanide (631-57-2) + (E)-dimethyl (4-methylphenylsulfonamido)(phenyl)methylphosphonate (1416426-63-5) → (S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate (1416426-74-8) + (R)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate

Guidance literature:

With qunidine; In chloroform; at 20 ℃; Inert atmosphere;

DOI:10.1002/adsc.201200516

Reference yield:

Acetyl cyanide (631-57-2) + C16H18NO5PS → (S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate (1416426-74-8) + (R)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate

Guidance literature:

With cinchona alkaloid; In chloroform; at 25 ℃; for 48h; Reagent/catalyst; Optical yield = 36 %ee; enantioselective reaction;

DOI:10.1080/10426507.2018.1528258

Reference yield:

C16H19ClNO5PS → (S)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate (1416426-74-8) + (R)-dimethyl (cyano(4-methylphenylsulfonamido)(phenyl)methyl)phosphonate

Guidance literature:

Multi-step reaction with 2 steps

1: poly(4-vinylpyridine) / dichloromethane / 40 °C / Inert atmosphere

2: qunidine / chloroform / 20 °C / Inert atmosphere

With qunidine; In dichloromethane; chloroform;

DOI:10.1002/adsc.201200516

upstream raw materials:

Acetyl cyanide

(E)-dimethyl (4-methylphenylsulfonamido)(phenyl)methylphosphonate

phenyl N-tosyl imine

toluene-4-sulfonamide