(S)-2-(2-(benzylthio)ethoxy)propanenitrile

Base Information

• Chemical Name: (S)-2-(2-(benzylthio)ethoxy)propanenitrile
• CAS No.: 1453495-53-8
• Molecular Formula: C₁₂H₁₅NOS
• Molecular Weight: 221.323
• Mol file: 1453495-53-8.mol

Synonyms:

Chemical Property of (S)-2-(2-(benzylthio)ethoxy)propanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(2-(benzylthio)ethoxy)propanenitrile

There total 2 articles about (S)-2-(2-(benzylthio)ethoxy)propanenitrile 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:

trimethylsilyl cyanide (7677-24-9) + benzyl(2-(vinyloxy)ethyl)sulfane (26902-05-6) → (S)-2-(2-(benzylthio)ethoxy)propanenitrile (1453495-53-8) + (R)-2-(2-(benzylthio)ethoxy)propanenitrile

Guidance literature:

trimethylsilyl cyanide; With C₇₅H₈₉F₃NO₄PS₂; at -25 - 20 ℃; for 0.166667h; Inert atmosphere;

benzyl(2-(vinyloxy)ethyl)sulfane; at -25 ℃; for 0.0833333h; Inert atmosphere;

With phenol; at -25 ℃; for 24h; Overall yield = 71 %; Overall yield = 50 mg; Inert atmosphere;

DOI:10.1021/jo4016002

Reference yield:

2-(benzylthio)ethanol (3878-41-9) → (S)-2-(2-(benzylthio)ethoxy)propanenitrile (1453495-53-8) + (R)-2-(2-(benzylthio)ethoxy)propanenitrile

Guidance literature:

Multi-step reaction with 2 steps

1.1: mercury(II) diacetate / 24 h / Reflux; Inert atmosphere

2.1: C₇₅H₈₉F₃NO₄PS₂ / 0.17 h / -25 - 20 °C / Inert atmosphere

2.2: 0.08 h / -25 °C / Inert atmosphere

2.3: 24 h / -25 °C / Inert atmosphere

With C₇₅H₈₉F₃NO₄PS₂; mercury(II) diacetate;

DOI:10.1021/jo4016002

Reference yield:

(S)-2-(2-(benzylthio)ethoxy)propanenitrile (1453495-53-8) + benzoyl chloride (98-88-4) → (S)-N-(2-(2-(benzylthio)ethoxy)propyl)benzamide (1453495-58-3) + (R)-N-(2-(2-(benzylthio)ethoxy)propyl)benzamide

Guidance literature:

(S)-2-(2-(benzylthio)ethoxy)propanenitrile; With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 0.75h; Inert atmosphere;

benzoyl chloride; With triethylamine; In diethyl ether; at 20 ℃; for 0.5h; Overall yield = 69 %; Overall yield = 25 mg; Inert atmosphere;

DOI:10.1021/jo4016002

upstream raw materials:

trimethylsilyl cyanide

benzyl(2-(vinyloxy)ethyl)sulfane

2-(benzylthio)ethanol

Downstream raw materials:

(S)-N-(2-(2-(benzylthio)ethoxy)propyl)benzamide