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Hydrochloric Acid → N-myristoyl-D-serine sodium salt

HRID 1196070
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1196070
[NH2:1][C@@H:2]([C:5]([OH:7])=[O:6])[CH2:3][OH:4].C(N(CC)CC)C.[C:15]([O-])(=[O:29])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].S([O-])([O-])(=O)=O.Cl.[OH-].[Na+:38]>O.C(OCC)(=O)C.CO>[Na+:38].[C:15]([NH:1][C@@H:2]([C:5]([O-:7])=[O:6])[CH2:3][OH:4])(=[O:29])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 6

HCID 313Hydrochloric AcidHCID 1117Sulfate IonHCID 8471TriethylamineHCID 14798Sodium HydroxideHCID 71077D-SerineHCID 4075158Myristate

Produkt 1

HCID 131717352
N-myristoyl-D-serine sodium salt

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 21584119Ethylacetate methanolLösungsmittel

Versuchsvorschrift

D-serine 2.0 g (0.02 mole) and triethylamine 2.8 ml (0.02 mol) were dissolved in 60 ml of water. Myristate of 4-hydroxyphenyldimethylsufomethyl sulfate (trade name: SANCELER My-DSP, manufactured by Sanshin Kagaku Kogyo Co. Ltd.) 9.52 g (0.02 mol) was added to the solution, and the mixture was stirred for 12 hours at room temperature. The solution reacted was adjusted to pH 2 or 3 with 1N-HCl and the mixture was extracted with ethyl acetate. The ethyl acetate layer was dried over anhydrous sodium sulfate, and freed of solvent in vacuo. The residue obtained was dissolved in ethyl acetate - methanol (3:1), and the solution was adjusted to pH 11 with a 10% solution of sodium hydroxide. After observation of precipitates, the solution was concentrated under reduced pressure. The product crystallized was washed with ethyl acetate and then hexane to obtain 3.1 g of N-myristoyl-D-serine sodium salt.

Aufarbeitung

  1. customThe solution reacted
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe ethyl acetate layer was dried over anhydrous sodium sulfate
  4. customThe residue obtained
  5. customAfter observation of precipitates
  6. concentrationthe solution was concentrated under reduced pressure
  7. customThe product crystallized
  8. washwas washed with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-9ec6cd2360e64ff9a4f8cab33eea4825
Quelldatensatz
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05112863

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