S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate

Base Information

• Chemical Name: S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate
• CAS No.: 1403889-73-5
• Molecular Formula: C₁₈H₂₂N₂O₄S₂
• Molecular Weight: 394.516

Synonyms:S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate

Chemical Property of S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate

Chemical Property:

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Technology Process of S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate

There total 4 articles about S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate 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: 70.0%

S-cyanomethyl O-ethyl carbonodithioate (59463-54-6) + N-acetoxy-N-p-tolylbut-3-enamide (1403889-57-5) → S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate (1403889-73-5)

Guidance literature:

With dilauryl peroxide; In ethyl acetate; Reflux;

DOI:10.1021/ol3026044

Reference yield:

N-(4-methylphenyl)hydroxylamine (623-10-9) → S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate (1403889-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.33 h / 0 °C / 262.53 Torr

1.2: -5 - 20 °C / Inert atmosphere

2.1: acetic anhydride / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

3.1: dilauryl peroxide / ethyl acetate / Reflux

With oxalyl dichloride; dilauryl peroxide; acetic anhydride; N,N-dimethyl-formamide; In dichloromethane; ethyl acetate;

DOI:10.1021/ol3026044

Reference yield:

N-hydroxy-N-(p-tolyl)but-3-enamide (1403889-52-0) → S-1-(acetoxy(p-tolyl)amino)-5-cyano-1-oxopentan-3-yl O-ethyl carbonodithioate (1403889-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

2: dilauryl peroxide / ethyl acetate / Reflux

With dilauryl peroxide; acetic anhydride; In dichloromethane; ethyl acetate;

DOI:10.1021/ol3026044

upstream raw materials:

N-(4-methylphenyl)hydroxylamine

N-hydroxy-N-(p-tolyl)but-3-enamide

S-cyanomethyl O-ethyl carbonodithioate

N-acetoxy-N-p-tolylbut-3-enamide

Downstream raw materials:

3-(6-methyl-2-oxo-1,2,3,4-tetrahydroquinolin-4-yl)propanenitrile

N-acetoxy-5-cyano-3-(p-tolyl)pentanamide

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