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

HRID 839844Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 839844
[C:1]([O:5][C:6](=[O:13])[CH2:7][NH:8][CH2:9][CH2:10][CH2:11][CH3:12])([CH3:4])([CH3:3])[CH3:2].[N:14]#[N:15].[CH3:16][O:17][C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][C:27]=1[O:28][CH3:29])[CH:24]=[C:23]([S:30]([NH:33][C@H:34]([C:42](Cl)=[O:43])[CH2:35][CH2:36][CH2:37][NH:38][C:39](=[NH:41])[NH2:40])(=[O:32])=[O:31])[CH:22]=[CH:21]2>C(Cl)(Cl)Cl>[N:14]#[N:15].[C:1]([O:5][C:6](=[O:13])[CH2:7][N:8]([C:42](=[O:43])[C@H:34]([CH2:35][CH2:36][CH2:37][NH:38][C:39](=[NH:40])[NH2:41])[NH:33][S:30]([C:23]1[CH:22]=[CH:21][C:20]2[C:25](=[CH:26][C:27]([O:28][CH3:29])=[C:18]([O:17][CH3:16])[CH:19]=2)[CH:24]=1)(=[O:32])=[O:31])[CH2:9][CH2:10][CH2:11][CH3:12])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 22768716Tert-butyl 2-(butylamino)acetateHCID 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 6212ChloroformLösungsmittel

Versuchsvorschrift

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-8a60e652497e47da9d1969dd321331e6
Quelldatensatz
uspto-grants-1978_06
Patentnummer
US04097472

Notizen zur Reaktion

Wird geladen…