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[ CAS No. 14246-55-0 ] {[proInfo.proName]}

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Chemical Structure| 14246-55-0
Chemical Structure| 14246-55-0
Structure of 14246-55-0 * Storage: {[proInfo.prStorage]}
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Product Details of [ 14246-55-0 ]

CAS No. :14246-55-0 MDL No. :MFCD00155627
Formula : C16H31NO3 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 285.42 Pubchem ID :-
Synonyms :
N-Myristoylglycine;NSC 622050;Myristoy Gly OH;N-Tetradecanoyl-glycine
Chemical Name :2-Tetradecanamidoacetic acid

Safety of [ 14246-55-0 ]

Signal Word:Warning Class:
Precautionary Statements:P264-P270-P301+P312-P330-P501 UN#:
Hazard Statements:H302 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 14246-55-0 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 14246-55-0 ]

[ 14246-55-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 14246-55-0 ]
  • [ 73724-43-3 ]
  • [ 146982-27-6 ]
  • [ 10199-89-0 ]
  • Tetradecanoic acid ({(R)-2-tert-butyldisulfanyl-1-[(S)-1-carbamoyl-5-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-pentylcarbamoyl]-ethylcarbamoyl}-methyl)-amide [ No CAS ]
  • 2
  • [ 14246-55-0 ]
  • [ 73724-43-3 ]
  • [ 146982-27-6 ]
  • [ 10199-89-0 ]
  • palmitoyl-Cl [ No CAS ]
  • Hexadecanethioic acid S-[(R)-2-[(S)-1-carbamoyl-5-(7-nitro-benzo[1,2,5]oxadiazol-4-ylamino)-pentylcarbamoyl]-2-(2-tetradecanoylamino-acetylamino)-ethyl] ester [ No CAS ]
  • 3
  • [ 544-31-0 ]
  • [ 111-57-9 ]
  • [ 142-78-9 ]
  • [ 142-58-5 ]
  • [ 7112-02-9 ]
  • [ 7726-08-1 ]
  • [ 7596-88-5 ]
  • [ 14246-55-0 ]
  • [ 2441-41-0 ]
  • [ 6333-54-6 ]
  • [ 14305-32-9 ]
  • [ 14246-53-8 ]
YieldReaction ConditionsOperation in experiment
Example 7Oxidation of N-Cocoylmonoethanolamide (CMEA) with 3.25 eq. of NaOCl using Toluene as Solvent, Acid Work-up. The oxidation reaction works on mixtures of monoethanolamides as well, including those derived from mixtures of fatty acids occurring in nature. In this example, N-cocoylmonoethanolamine (a mixture of C-8, C-10, C-12 (major component), C-14, C-16, and C-18 monoethanolamides) was oxidized under similar conditions to give a mixture of the corresponding N-cocoylglycines. KBr (33 mg, 4.5 mol %) and AA-TEMPO (25 mg, 2 mol %) were dissolved in 6 mL of water. CMEA (1.50 g, 6.16 mmol assuming 100% LG) was dissolved 60 mL toluene at 32 C., and the solution added to the KBr and M-TEMPO. The stirred mixture was maintained at 31-37 C. during the course of the addition and hold period. A solution of sodium hypochlorite (11 mL of 11.5% aq. solution, 3.25 eq.) and 1.15 mL of 2 N NaOH was added in 2.0 mL increments over a period of 50 min. The pH was 6.9 at the end of the addition. After 40 min. at 33 C., the pH was adjusted to 8.6 with 0.5 mL of 1 N NaOH. Stirring was continued for an additional 3.5 hr. and then the solution was allowed to cool to room temperature.The gelatinous reaction mixture was diluted with 70 mL THF and brought to pH=2.2 with 5.5 mL of 1 N HCl. The layers were separated, and the aq. layer were extracted with an additional 20 mL THF. The combined THF layers were concentrated on a rotary evaporator and dried in vacuo to give of N-cocoylglycine in 84% yield.
Example 8Oxidation of N-Cocoylmonoethanolamide (CMEA) with 3.25 eq. of NaOCl using Cyclohexane as Solvent, Acid Work-up. The procedure of Example 4 was followed, except that the CMEA was dissolved in 120 mL cyclohexane at 43 C. instead of toluene. After the reaction a translucent emulsion (pH=6.2) was obtained. The emulsion was brought to pH 3.1 with 3.0 mL of 1 N HCl, and extracted twice with 100 mL THF. The combined THF layers were concentrated on a rotovap and dried in vacuo to give N-cocoylglycine in 73% yield.
  • 4
  • [ 14246-55-0 ]
  • [ 97-30-3 ]
  • methyl 6-O-(N-myristoylglycyl)-D-glucoside [ No CAS ]
YieldReaction ConditionsOperation in experiment
69.2% With lipozyme 435; water In <i>tert</i>-butyl alcohol at 55℃; for 8h; Molecular sieve; Enzymatic reaction; General enzymatic synthesis of glucosyl esters 11-14′ General procedure: Methyl 6-O-(N-decanoyl-glycyl)-D-glucosyl ester (11): The mixture of methyl D-glucopyranoside (0.19 g, 1 mmol), N-fatty glycine 7 (0.36 g, 1.5 mmol), the Lipozyme 435 (0.05 g), 10.0 mL t-butanol, molecular sieve (0.02 g), and 0.5 mL of deionized water as enzyme activator was added to a 50 mL round-bottom flask in order. The reaction was reacted at 55 °C for 8 h. The reaction was followed by TLC (Vethyl acetate:Vmethanol = 2:1). After cooling reaction mixture to room temperature, the lipase and activated molecular sieve were filtered from the reaction mixture. The filtrate was diluted with ethyl acetate (30 mL) and washed successively with aqueous saturated sodium thiosulphate (Na2S2O3) (2 × 20 ml) and aqueous saturated sodium bicarbonate (NaHCO3) solutions (2 × 20 ml). The organic layer was then dried with sodium sulfate (Na2SO4) and concentrated in vacuo to give the crude product, and the residue was purified by column chromatography (ethyl acetate:methanol = 4:1) to obtain white waxy solid 11 (0.75 mmol, 0.31 g, 75.1% yield).
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