Phenylalaninamide
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Phenylalaninamide
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CAS No:
5241-58-7
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Formula:
C9H12N2O
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Chemical Name:
Phenylalaninamide
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Synonyms:
Benzenepropanamide,α-amino-,(αS)-;Hydrocinnamamide,α-amino-,L-;Benzenepropanamide,α-amino-,(S)-;(αS)-α-Aminobenzenepropanamide;L-Phenylalaninamide;Phenylalaninamide;Phenylalanylamide;L-Phenylalanine amide;(S)-Phenylalaninamide;(S)-2-Amino-3-phenylpropionamide;(S)-2-Amino-3-phenylpropanamide;(2S)-2-Amino-3-phenylpropanamide;(2S)-2-Amino-3-phenylpropanamide;49630-29-7
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CAS No:
Description
Off-White Solid
L-phenylalanine amide is an amino acid amide derived from L-phenylalanine. It is an amino acid amide and a phenylalanine derivative.
Characteristics
69.1
0.1
White Powder
1.1±0.1 g/cm3
138-139 °C
356.9°C at 760 mmHg
169.7±25.9 °C
1.576
−20°C
Phenylalaninamide Use and Manufacturing
The intermediate 1 was dissolved in 20percent aqueous ammonia, and the reaction was stirred at room temperature for 20 hours. After the reaction was completed, 50 mL of ethyl acetate was added and extracted three times.The organic layer was combined, and the solvent was evaporated to dryness to give Intermediate 2, White solid, 2.5 g, yield 76percent.PREPARATION 17; Preparation of (S)-3-phenylpropane-l, 2-diamine; A. A mixture of L-phenylalanine methyl ester hydrochloride (6.50 g, 30.1 mmol) and ammonium hydroxide solution (28percent in water, 15 mL) in water (60 mL) was stirred at ambient temperature for 64 h. The aqueous layer was extracted with dichloromethane (6 To a solution of L-Phenylalanine methyl ester hydrochloride (26.1 g, 121 mmol, 1 eq) in chloroform (200 ml) was added saturated NaHC0Into a 1000 mE 24/40 joint single neck round bottomed flask equipped with a stir bar under nitrogen sparge was added a solution comprising 45.7 grams of (5)-Phenylalanine methyl ester (0.255 mol) in 200 mE MeOH. Aqueous NH4OH (28-30percent, 200 mE) was then added dropwise over approximately 20 minutes. The reaction was stirred 72 h under N2 atmosphere, and then concentrated under vacuum (.-5 -10 mm Hg) on a rotovap (l3uchi Rotovapor R-124, I3UCHI Eabortecimik AG, Switzerland). The residue was dissolved in water (250 mE) at RT and extracted with CH2C12 (5x500 mE) using a separatory thnnd. The organic layers were combined into a 4 E Erlenmeyer flask, dried (anhydrous Na2504), filtered to remove drying agent and concentrated via rotovap under vacuum (5-10mm Hg) to provide a white solid; 48 grams.
Protected amino acid
Computed Properties
Molecular Weight:164.20
XLogP3:0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:164.094963011
Monoisotopic Mass:164.094963011
Topological Polar Surface Area:69.1
Heavy Atom Count:12
Complexity:153
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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