CAS No.14379-64-7,N-Dodecanoyl-L-phenlyalanine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	14379-64-7
Name:	N-Dodecanoyl-L-phenlyalanine
Article Data:	28

Formula:	C₂₁H₃₃NO₃
Molecular Weight:	347.498
Synonyms:	Alanine,N-lauroyl-3-phenyl- (6CI,7CI);Alanine, N-lauroyl-3-phenyl-, L- (8CI);N-Dodecanoyl-phenylalanine;N-Lauroyl-L-phenylalanine;N-Lauroylphenylalanine;
PSA:	66.40000
LogP:	5.11030

Synthetic route

: 112-16-3
n-dodecanoyl chloride

Wang resin-bound Fmoc-L-phenylalanine: Wang resin-bound Fmoc-L-phenylalanine

: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
Stage #1: Wang resin-bound Fmoc-L-phenylalanine With piperidine In N,N-dimethyl-formamide at 20℃; Stage #2: n-dodecanoyl chloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h; Stage #3: With trifluoroacetic acid In dichloromethane at 20℃; for 18h;	99%

: 122889-27-4
N-n-dodecanoyl methyl (L)-phenylalaninate

: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; methanol; water at 0℃; for 2h;	98%
With sodium hydroxide In tetrahydrofuran; methanol at 20℃; for 2h;
Multi-step reaction with 2 steps 1: sodium hydroxide / methanol / 20 °C 2: hydrogenchloride / water View Scheme

: 112-16-3
n-dodecanoyl chloride

: 63-91-2
L-phenylalanine

: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
With potassium carbonate In water; acetone at 0 - 20℃;	89%
Stage #1: L-phenylalanine With sodium hydroxide In water; acetone for 0.5h; Cooling with ice; Stage #2: n-dodecanoyl chloride In water; acetone	83%
With sodium hydroxide at 3℃;

: 75531-12-3
p-nitrophenyl N-dodecanoyl-D-phenylalaninate

A: 100-02-7
4-nitro-phenol

B: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
With coaggregate system composed of 59 mol percent ditetradecyl-dimethylammonium bromide and 41 mol percent hexadecyltrimethylammonium bromide; tris buffer (μ=0.2 with KCl); water; quercitrin; acetonitrile; Z-Phe-His-Leu at 25℃; Rate constant; enantioselective hydrolysis; var. flavonoids; pH 7.6;

: 75531-11-2
p-nitrophenyl N-dodecanoyl-L-phenylalanine

A: 100-02-7
4-nitro-phenol

B: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
With coaggregate system composed of 59 mol percent ditetradecyl-dimethylammonium bromide and 41 mol percent hexadecyltrimethylammonium bromide; tris buffer (μ=0.2 with KCl); water; quercitrin; acetonitrile; Z-Phe-His-Leu at 25℃; Rate constant; enantioselective hydrolysis; var. flavonoids; pH 7.6;
With Tris-KCl buffer; water; N,N-dimethyl-N-tetradecyltetradecan-1-aminium bromide; MyrHisLeu In acetonitrile at 25℃; Rate constant; pH 7.6; hydrolysis; other catalysts;;
Z-L-Phe-L-His-L-Leu-OH In methanol; water at 25℃; Rate constant; other catalysts (Z-L-His-L-Phe, Z-Phe-L-Phe-L-His, Bz-Gly-L-His-L-Leu, Z-L-Phe-L-His-L-Leu)and by benzylhexadecyldimethylammonium chloride and hexadecyltrimethylammonium chloride;

: 75531-11-2
p-nitrophenyl N-dodecanoyl-L-phenylalanine

: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
With N,N-dimethyl-N-tetradecyltetradecan-1-aminium bromide; N-tetradecanoyl-L-histidyl-L-leucine In water; acetonitrile at 10 - 45℃; Kinetics; Thermodynamic data; ΔG(excit.), other dialkyldimethylammonium bromides;

: 75531-07-6
p-nitrophenyl n-dodecanoyl-D(L)-phenylalaninate

A: 14379-64-7
N-dodecanoyl-L-phenylalanine

B: 56211-88-2
n-dodecanoyl-D-phenylalanine

Conditions

Conditions	Yield
With N,N-dimethyl-N-tetradecyltetradecan-1-aminium bromide; Z-L-Phe-L-His-L-Leu-OH In water; acetonitrile at 25℃; Rate constant; Product distribution; enantioselective hydrolysis; var. ionic strenght, pH 7.6;
With MES buffer; copper(II) ion; (4R,14R)-9-dodecyl-4,14-dihydroxymethyl-6,12-dithia-3,9,15,18-tetraazabicyclo[15.3.1]heneicosa-1(18),17(19),20-triene-2,16-dione In acetonitrile at 25℃; Rate constant; var. macrocyclic ligands and metal ions;
Z-Phe-His-Leu In various solvent(s) at 10 - 35℃; pH=7.6; Kinetics; Further Variations:; Temperatures; composition of coaggregates; ionic strength; Hydrolysis;
With L-tartaric acid co-embedded with bis-zinc-cyclen complex Zn2Cy into 1,2-dioleoyl-sn-glycero-3-phosphocholine membrane In aq. buffer at 20℃; pH=7.4; Kinetics; Reagent/catalyst;

: 112-16-3
n-dodecanoyl chloride

: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 83 percent / KHCO3; triethylamine / H2O; CHCl3 / 5 h / 0 °C 2: 98 percent / NaOH / methanol; tetrahydrofuran; H2O / 2 h / 0 °C View Scheme

: 63-91-2
L-phenylalanine

: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SOCl2 / 6 h 2: 83 percent / KHCO3; triethylamine / H2O; CHCl3 / 5 h / 0 °C 3: 98 percent / NaOH / methanol; tetrahydrofuran; H2O / 2 h / 0 °C View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride / 10 h / 0 °C / Reflux 2: triethylamine / dichloromethane / 20 °C / Cooling with ice 3: sodium hydroxide / methanol; tetrahydrofuran / 2 h / 20 °C View Scheme
Multi-step reaction with 5 steps 1: thionyl chloride / 18 h / 0 °C 2: sodium hydrogencarbonate 3: dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 18 h / 0 °C 4: sodium hydroxide / methanol / 20 °C 5: hydrogenchloride / water View Scheme

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 14379-64-7
N-dodecanoyl-L-phenylalanine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 83 percent / KHCO3; triethylamine / H2O; CHCl3 / 5 h / 0 °C 2: 98 percent / NaOH / methanol; tetrahydrofuran; H2O / 2 h / 0 °C View Scheme
Multi-step reaction with 4 steps 1: sodium hydrogencarbonate 2: dicyclohexyl-carbodiimide / N,N-dimethyl-formamide / 18 h / 0 °C 3: sodium hydroxide / methanol / 20 °C 4: hydrogenchloride / water View Scheme

Raw Materials

112-16-3

7524-50-7

75531-07-6

63-91-2

75531-12-3

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Specification

The N-Dodecanoyl-L-phenlyalanine with the cas number 14379-64-7 is also called L-Phenylalanine,N-(1-oxododecyl)-. The systematic name is (2S)-2-(dodecanoylamino)-3-phenylpropanoic acid. Its molecular formula is C₂₁H₃₃NO₃.

Physical properties about N-Dodecanoyl-L-phenlyalanine are: (1)XLogP3-AA 6.3 ; (2)H-Bond Donor: 2; (3)H-Bond Acceptor: 3; (4)Rotatable Bond Count: 14; (5)Tautomer Count: 2; (6)Exact Mass: 347.246044; (7)MonoIsotopic Mass: 347.246044; (8)Topological Polar Surface Area: 66.4; (9)Heavy Atom Count: 25; (10)Formal Charge: 0; (11)Complexity: 364; (12)Isotope Atom Count: 0; (13)Defined Atom StereoCenter Count: 1; (14)Undefined Atom StereoCenter Count: 0; (15)Defined Bond StereoCenter Count: 0; (16)Undefined Bond StereoCenter Count: 0; (17)Covalently-Bonded Unit Count: 1.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCCCCCCCCC(=O)NC(CC1=CC=CC=C1)C(=O)O;
(2)InChI: InChI=1S/C21H33NO3/c1-2-3-4-5-6-7-8-9-13-16-20(23)22-19(21(24)25)17-18-14-11-10-12-15-18/h10-12,14-15,19H,2-9,13,16-17H2,1H3,(H,22,23)(H,24,25)/t19-/m0/s1;
(3)InChIKey: RKQUHHNIJVGMIG-IBGZPJMESA-N;