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Tert-butyl 2-(butylamino)acetate → N2 (6,7-dimethoxy-2-naphthylsulfonly)-L-arginyl-N-butylglycine tert-butyl ester

HRID 1764701
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1764701
[N:1]#[N:2].C(OC(=O)CN(C(=O)[C@H](CCCNC(=N)N)NS(C1C=CC2C(=CC(C)=C(C)C=2)C=1)(=O)=O)CCCC)(C)(C)C.[C:42]([O:46][C:47](=[O:54])[CH2:48][NH:49][CH2:50][CH2:51][CH2:52][CH3:53])([CH3:45])([CH3:44])[CH3:43].N#N.[CH3:57][O:58][C:59]1[CH:60]=[C:61]2[C:66](=[CH:67][C:68]=1[O:69][CH3:70])[CH:65]=[C:64]([S:71]([NH:74][C@H:75]([C:83](Cl)=[O:84])[CH2:76][CH2:77][CH2:78][NH:79][C:80](=[NH:82])[NH2:81])(=[O:73])=[O:72])[CH:63]=[CH:62]2>C(Cl)(Cl)Cl>[N:1]#[N:2].[C:42]([O:46][C:47](=[O:54])[CH2:48][N:49]([C:83](=[O:84])[C@H:75]([CH2:76][CH2:77][CH2:78][NH:79][C:80](=[NH:81])[NH2:82])[NH:74][S:71]([C:64]1[CH:63]=[CH:62][C:61]2[C:66](=[CH:67][C:68]([O:69][CH3:70])=[C:59]([O:58][CH3:57])[CH:60]=2)[CH:65]=1)(=[O:73])=[O:72])[CH2:50][CH2:51][CH2:52][CH3:53])([CH3:45])([CH3:44])[CH3:43]
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Komponenten

5

Edukt 3

HCID 22768716Tert-butyl 2-(butylamino)acetateHCID 178449150HCID 178449150, VerbindungHCID 178486633HCID 178486633, Verbindung

Produkt 1

HCID 178449151N2 (6,7-dimethoxy-2-naphthylsulfonly)-L-arginyl-N-butylglycine tert-butyl esterAusbeute 82 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212
Chloroform
Lösungsmittel

Versuchsvorschrift

N2 -(6,7-dimethyl-2-naphthylsulfonyl)-L-arginyl-N-butylglycine tert-butyl ester: To a stirred solution of 2.64 g of N-butylglycine tert-butyl ester in 20 ml of chloroform was carefully added N2 -(6,7-dimethoxy-2-naphthylsulfonyl)-L-arginyl chloride obtained above. The reaction mixture was allowed to stand at room temperature for one hour. At the end of this period, the reaction mixture was washed twice with 20 ml of saturated sodium chloride solution and evaporated to dryness. The residue was triturated with a small amount of water to give a crystalline material. This was collected by filtration and recrystallized from ethanol-ethyl ether to give 2.28 g (82 percent) of N2 -(6,7-dimethoxy-2-naphthylsulfonyl)-L-arginyl-N-butylglycine tert-butyl ester, M.P. 164°-166° C, I.R. (KBr): 3,390, 3,165, 1,735, 1,370 cm-1.

Aufarbeitung

  1. customobtained above
  2. washAt the end of this period, the reaction mixture was washed twice with 20 ml of saturated sodium chloride solution
  3. customevaporated to dryness
  4. customThe residue was triturated with a small amount of water
  5. customto give a crystalline material
  6. filtrationThis was collected by filtration
  7. customrecrystallized from ethanol-ethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-17f1f4bd2d66418ebe34bb49b454d74d
Quelldatensatz
uspto-grants-1978_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04117127

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