(R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile

Base Information

• Chemical Name: (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile
• CAS No.: 120390-75-2
• Molecular Formula: C₁₄H₂₁NOSi
• Molecular Weight: 247.412
• Mol file: 120390-75-2.mol

Synonyms:(R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile

Chemical Property of (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile

There total 4 articles about (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile 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: 79.0%

→ (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile (120390-75-2)

Guidance literature:

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + cyano(phenyl)methyl acetate (119718-87-5,119718-88-6,119718-89-7,5762-35-6,72690-96-1) → (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile (120390-75-2) + (S)-(-)-α-<(tert-butyldimethylsilyl)oxy>benzeneacetonitrile (147329-37-1) + (R)-cyano(phenyl)methyl acetate (119718-89-7)

Guidance literature:

cyano(phenyl)methyl acetate; With propan-1-ol; Candida antarctica lipase B; In toluene; at 60 ℃; for 3h;

t-butyldimethylsiyl triflate; With lutidine; In toluene; at 20 ℃; for 3h; Further stages. Title compound not separated from byproducts.;

DOI:10.1002/1099-0690(200205)2002:9<1516::AID-EJOC1516>3.0.CO;2-C

Reference yield:

benzaldehyde (100-52-7) → (R)-(+)-α-<(tert-butyldimethylsilyl)oxy>-benzeneacetonitrile (120390-75-2)

Guidance literature:

Multi-step reaction with 2 steps

1: oxynitralase, buffer ( pH=5.4 ) / ethanol; acetic acid / 0.67 h / 0 °C

2: 1.) imidazole / 1.) DMF, 0 deg C, 15 min; 2.) 1 h, RT, water

With 1H-imidazole; buffer ( pH=5.4 ); oxynitralase; In ethanol; acetic acid;

DOI:10.1016/S0040-4039(00)80529-8

upstream raw materials:

t-butyldimethylsiyl triflate

cyano(phenyl)methyl acetate

benzaldehyde

Downstream raw materials:

(2S,4S,5R)-2-<(R)-α-<(tert-butyldimethylsilyl)oxy>benzyl>-2,4-dimethyl-5-phenyloxazolidine

(R)-(+)-1-<(t-Buthyldimethylsilyl)oxy>-1-phenyl-2-propanone

(S)-1-[(tert-butyldimethylsilyl)oxy]-1-phenylpropan-2-one