ChemicalBook CAS DataBase List L-1-Phenylethylamine

L-1-Phenylethylamine synthesis

11synthesis methods

Product Name:L-1-Phenylethylamine
CAS Number:2627-86-3
Molecular formula:C8H11N
Molecular Weight:121.18

6290-49-9 Synthesis

6290-49-9
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$21.00/25g

618-36-0
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$10.00/5mL

2627-86-3
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$10.60/1gm:

Acetamide, 2-methoxy-N-[(1R)-1-phenylethyl]-

162929-44-4
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Yield:> 99 % ee

Reaction Conditions:

with 5% palladium on barium sulphate;Lipase B from Candida antarctica immobilized on SiO2 nanoparticles functionalized with 1 % Pd and (3-aminopropyl)triethoxysilane;ammonium formate;sodium carbonate in toluene at 70; for 17 h;Molecular sieve;Enzymatic reaction;

Steps:

Dynamic kinetic resolution

General procedure: 0.3 mmol of α-methylbenzylamine, 2 eq. of methyl methoxyacetate (acyl donor), the biocatalyst (94 mg·mmol^-1 of substrate), molecular sieves (30 mol%, 375 mg), Na₂CO₃ (12 mg), 15 eq. of ammonium formate (as hydrogen source) and toluene (3 mL) were added in closed 4 mL vials equipped with a gas bubbler and heated at 70 °C in silicon carbide plates for 17 h. The same experiment was performed with commercial N435 using 5 % of Pd supported on BaSO₄ as a racemization agent. Conversions and enantiomeric excesses were determined by GC-FID (Shimadzu CG2010 - chiral capillary column CP-Chirasil-Dex CB): Injector and detector temperatures were set to 220 °C. The oven temperature set to 105 °C, and held for 9 min. Then the temperature was raised to 180 °C at rate of 140 °C/min. The final temperature was held isothermally for 10 min.

References:

de Souza, Stefania P.;Le?o, Raquel A.C.;Bassut, Jonathan F.;Leal, Ivana C.R.;Wang, Shuai;Ding, Qiqi;Li, Yingying;Lam, Frank Leung-Yuk;de Souza, Rodrigo O.M.A.;Itabaiana Jr, Ivaldo [Tetrahedron Letters,2017,vol. 58,# 52,p. 4849 - 4854]