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52558-74-4

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52558-74-4 Usage

Uses

N-Lauroyl-L-alanine is a useful research chemical compound.

Check Digit Verification of cas no

The CAS Registry Mumber 52558-74-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,2,5,5 and 8 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 52558-74:
(7*5)+(6*2)+(5*5)+(4*5)+(3*8)+(2*7)+(1*4)=134
134 % 10 = 4
So 52558-74-4 is a valid CAS Registry Number.

52558-74-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Lauroyl-L-alanine

1.2 Other means of identification

Product number -
Other names N-n-dodecanoyl (L)-alanine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:52558-74-4 SDS

52558-74-4Synthetic route

L-alanine,N-(1-oxododecyl)-,sodium salt

L-alanine,N-(1-oxododecyl)-,sodium salt

2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

Conditions
ConditionsYield
With hydrogenchloride for 2h; pH=3 - 4; Cooling with ice; Large scale;99%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

L-alanin
56-41-7

L-alanin

2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

Conditions
ConditionsYield
With sodium hydroxide for 0.5h; Ambient temperature;98%
With sodium hydroxide at 3℃;
With sodium hydroxide In water; tert-butyl alcohol
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

Wang resin-bound Fmoc-L-alanine

Wang resin-bound Fmoc-L-alanine

2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

Conditions
ConditionsYield
Stage #1: Wang resin-bound Fmoc-L-alanine 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;
98%
methyl 2-(dodecanoylamino)propanoate

methyl 2-(dodecanoylamino)propanoate

2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol at 5℃; for 2h;97%
With sodium hydroxide In tetrahydrofuran; methanol; water at 0℃; for 2h;97%
With potassium hydroxide In methanol at 20℃; for 10h;
With sodium hydroxide In tetrahydrofuran; water at 20℃; for 5h;928.8 mg
L-alanin
56-41-7

L-alanin

methyl n-dodecanoate
111-82-0

methyl n-dodecanoate

2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

Conditions
ConditionsYield
With magnesium oxide; potassium oxide at 20 - 40℃; for 3h; pH=10;90.33%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

D-Alanine
338-69-2

D-Alanine

2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

Conditions
ConditionsYield
With alkali
2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

L-alanine,N-(1-oxododecyl)-,sodium salt

L-alanine,N-(1-oxododecyl)-,sodium salt

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 50 - 70℃;99%
2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

C36H62N4O4
1057479-80-7

C36H62N4O4

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane for 10h;52%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

(S)-2-Dodecanoylamino-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

(S)-2-Dodecanoylamino-propionic acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 12h;
2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

6-<4-Deoxy-4-(dodecanoyl-L-alanyl)amino-L-glycero-β-L-manno-heptopyranosylamino>-9H-purine

6-<4-Deoxy-4-(dodecanoyl-L-alanyl)amino-L-glycero-β-L-manno-heptopyranosylamino>-9H-purine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: DCC / dimethylformamide / 12 h
2: Et3N / dimethylformamide / 24 h
View Scheme
2-(dodecanoylamino)propanoic acid
52558-74-4

2-(dodecanoylamino)propanoic acid

L-alanin
56-41-7

L-alanin

Conditions
ConditionsYield
With recombinant Streptomyces mobaraensis aminoacylase; water at 37℃; pH=7.5; aq. buffer; Enzymatic reaction;

52558-74-4Relevant articles and documents

Potential grape-derived contributions to volatile ester concentrations in wine

Boss, Paul K.,Pearce, Anthony D.,Zhao, Yanjia,Nicholson, Emily L.,Dennis, Eric G.,Jeffery, David W.

, p. 7845 - 7873 (2015)

Grape composition affects wine flavour and aroma not only through varietal compounds, but also by influencing the production of volatile compounds by yeast. C9 and C12 compounds that potentially influence ethyl ester synthesis during fermentation were studied using a model grape juice medium. It was shown that the addition of free fatty acids, their methyl esters or acyl-carnitine and acyl-amino acid conjugates can increase ethyl ester production in fermentations. The stimulation of ethyl ester production above that of the control was apparent when lower concentrations of the C9 compounds were added to the model musts compared to the C12 compounds. Four amino acids, which are involved in CoA biosynthesis, were also added to model grape juice medium in the absence of pantothenate to test their ability to influence ethyl and acetate ester production. β-Alanine was the only one shown to increase the production of ethyl esters, free fatty acids and acetate esters. The addition of 1 mg·L-1 β-alanine was enough to stimulate production of these compounds and addition of up to 100 mg·L-1 β-alanine had no greater effect. The endogenous concentrations of β-alanine in fifty Cabernet Sauvignon grape samples exceeded the 1 mg·L-1 required for the stimulatory effect on ethyl and acetate ester production observed in this study.

Synthesis method of N-lauroyl amino acid salt

-

Paragraph 0029-0033; 0039-0044, (2021/07/14)

The invention provides a synthesis method of N-lauroyl amino acid salt, which comprises the following steps: mixing amino acid, alkali or alkali metal salt and lauramide into a reaction container according to a certain proportion, and arranging a tail gas receiving device on the reaction container; stirring and reacting for a certain time at a certain temperature; after the reaction is finished, acidifying the reaction mixture by using a hydrochloric acid solution to precipitate the product, filtering and collecting the precipitate to obtain a purified product; carrying out forced air drying on the purified product to remove moisture, so as to obtain a dried product; and dissolving the product with ethanol, adding an alkali solution at a certain temperature, stirring to react for a period of time, cooling to crystallize, and carrying out suction filtration to obtain the lauroyl amino acid salt. Other substances are not used as solvents, the problems of too high production and waste treatment cost and environmental pollution caused by the fact that a large amount of solvents (such as acetone and the like) are used at present are solved, and the method is a green and economical synthesis method and has wide market prospects and social benefits.

Manufacturing technology for fatty acyl amino acid

-

Paragraph 0025; 0026; 0027, (2017/12/04)

The invention discloses a manufacturing technology for fatty acyl group amino acid. The invention is characterized in that fatty acid methyl ester and amino sodium are taken as raw materials, a one-step synthesis method is adopted for synthesizing N-fatty acyl amino acid sodium surfactant under the effect of a metallic oxide catalyst and the mole ratio of the raw materials fatty acid methyl ester to sodium amino acid is (1.2-1.8):(0.7-1). The raw material proportion is proper, the by-product is almost not generated, the product synthetic ratio is as high as 87% or above, the purity is high, the problems of a large amount of to-be-treated waste acid, complex operation technology, high raw material PC13 irritation, and the like, of the traditional acyl chloride process are overcome and the technology accords with the green chemical principle. The dosage of the catalyst is reasonable; the catalyst is utilized, so that the production efficiency is greatly increased in the preparation process, the production flow is shortened and the product quality is increased; the excellent product even can be directly used as a raw material in pharmacy industry.

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