(R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile

Base Information

• Chemical Name: (R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile
• CAS No.: 950672-62-5
• Molecular Formula: C₂₂H₃₀N₂OSSi
• Molecular Weight: 398.644

Synonyms:(R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile

Chemical Property of (R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile

Chemical Property:

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Technology Process of (R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile

There total 2 articles about (R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)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: 54.0%

(R)-2-benzylsulfanylmethyl-2-methyl-4-phenyl-oxazolidine (950672-60-3) + trimethylsilyl cyanide (7677-24-9) → (R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile (950672-62-5)

Guidance literature:

With magnesium bromide diethyl etherate; In toluene; at -20 - 0 ℃; for 18h;

Reference yield: 54.0%

(R)-2-benzylsulfanylmethyl-2-methyl-4-phenyl-oxazolidine (950672-60-3) + trimethylsilyl cyanide (7677-24-9) → (R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile (950672-62-5) + (S)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile

Guidance literature:

With magnesium bromide ethyl etherate; In toluene; at -40 ℃; for 18h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.02.008

Reference yield: 95.0%

(R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile (950672-62-5) → (3R,5R)-3-((benzylthio)methyl)-3-methyl-5-phenylmorpholin-2-one (950672-64-7)

Guidance literature:

(R)-3-(benzylthio)-2-methyl-2-((R)-1-phenyl-2-(trimethylsilyloxy)ethylamino)propanenitrile; With hydrogenchloride; In dichloromethane; at -20 ℃; for 0.25h; Inert atmosphere;

With water; In dichloromethane; at -20 - 20 ℃; for 12h; Inert atmosphere;

With sodium hydrogencarbonate; In dichloromethane; water; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.02.008

upstream raw materials:

(R)-2-benzylsulfanylmethyl-2-methyl-4-phenyl-oxazolidine

trimethylsilyl cyanide

Downstream raw materials:

(R)-5-(benzylthiomethyl)-1-((R)-2-hydroxy-1-phenylethyl)-5-methylimidazolidine-2,4-dione

(3R,5R)-3-((benzylthio)methyl)-3-methyl-5-phenylmorpholin-2-one

methyl (R)-1-amino-3-(benzylthio)-2-methyl-1-oxopropan-2-yl((R)-2-hydroxy-1-phenylethyl)carbamate

(R)-5-(benzylthiomethyl)-5-methylimidazolidine-2,4-dione

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