(2R)-2-AMINO-3-PHENYLPROPANENITRILE

Base Information

• Chemical Name: (2R)-2-AMINO-3-PHENYLPROPANENITRILE
• CAS No.: 159517-27-8
• Molecular Formula: C9H10N2
• Molecular Weight: 146.192
• Mol file: 159517-27-8.mol

Synonyms:D-ALPHA-AMINOHYDROCINNAMONITRILE;(2R)-2-AMINO-3-PHENYLPROPANENITRILE

Chemical Property of (2R)-2-AMINO-3-PHENYLPROPANENITRILE

Chemical Property:

• Boiling Point: 285.2±28.0 °C(Predicted)
• PKA: 5.16±0.33(Predicted)
• PSA: 49.81000
• Density: 1.073±0.06 g/cm3(Predicted)
• LogP: 1.78028

Purity/Quality:

95% ^*data from raw suppliers

(2R)-2-AMINO-3-PHENYLPROPANENITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-AMINO-3-PHENYLPROPANENITRILE

There total 11 articles about (2R)-2-AMINO-3-PHENYLPROPANENITRILE 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: 82.0%

C9H10N2*C12H12ClNO5 → (R)-2-amino-3-phenylpropanenitrile (159517-27-8)

Guidance literature:

samarium iso-propoxide; In n-heptane; at 80 ℃; for 21.5h; Conversion of starting material;

Reference yield:

(R)-2-(tert-butoxycarbonylamino)-3-phenylpropionitrile (400652-45-1) → (R)-2-amino-3-phenylpropanenitrile (159517-27-8)

Guidance literature:

With formic acid; at 20 ℃; for 16h;

DOI:10.1016/j.bmc.2019.115083

Reference yield:

1-(trimethylsilyl)-2-phenylethene (19372-00-0) → (R)-2-amino-3-phenylpropanenitrile (159517-27-8)

Guidance literature:

Multi-step reaction with 3 steps

2: CsF / dimethylformamide

3: H₂ / Pd/C

With hydrogen; cesium fluoride; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(96)01055-6

upstream raw materials:

(2R,3S)-2-cyano-3-phenylaziridine

(-)-1-<(1-cyano-2-phenylethyl)amino>-2R-methyl-5R-(1-methylethenyl)cyclohexane-1R,3R-dicarbonitrile

1-(trimethylsilyl)-2-phenylethene

2-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-((2S,3S)-2-phenyl-3-trimethylsilanyl-aziridin-1-yl)-3H-quinazolin-4-one

Downstream raw materials:

2-amino-3-phenylpropanenitrile

(+)-(R)-N-(1-cyano-2-phenyl-ethyl)-acetamide

Refernces

• 1、 Cianni, Lorenzo,Rocho, Fernanda dos Reis,Rosini, Fabiana,Bonatto, Vinícius,Ribeiro, Jean F.R.,Lameira, Jer?nimo,Leit?o, Andrei,Shamim, Anwar,Montanari, Carlos A.. "Optimization strategy of single-digit nanomolar cross-class inhibitors of mammalian and protozoa cysteine proteases". . . Retrieved 2020/07/07.
• 2、 Beaulieu, Christian,Isabel, Elise,Fortier, Angélique,Massé, Frédéric,Mellon, Christophe,Méthot, Nathalie,Ndao, Momar,Nicoll-Griffith, Deborah,Lee, Doris,Park, Hyeram,Black, W. Cameron. "Identification of potent and reversible cruzipain inhibitors for the treatment of Chagas disease". scheme or table. p. 7444 - 7449. Retrieved 2011/02/23.