1,2-Dichloroethane → HCID 86752943, Verbindung

HRID 1957578Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1957578
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][O:17][C:18]2[CH:22]=[C:21]([C:23]([OH:25])=O)[O:20][N:19]=2)[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[NH2:26][CH2:27][C@H:28]([NH:33][S:34]([CH2:37][CH2:38][CH2:39][CH3:40])(=[O:36])=[O:35])[C:29]([O:31][CH3:32])=[O:30].C1C=CC2N(O)N=NC=2C=1.N(CC)(C(C)C)C(C)C.C(Cl)CCl>CN(C=O)C>[CH3:32][O:31][C:29](=[O:30])[C@@H:28]([NH:33][S:34]([CH2:37][CH2:38][CH2:39][CH3:40])(=[O:36])=[O:35])[CH2:27][NH:26][C:23]([C:21]1[O:20][N:19]=[C:18]([O:17][CH2:16][CH2:15][CH2:14][CH:11]2[CH2:10][CH2:9][N:8]([C:1]([O:3][C:4]([CH3:7])([CH3:5])[CH3:6])=[O:2])[CH2:13][CH2:12]2)[CH:22]=1)=[O:25]

Komponenten

7

Edukt 5

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 10752421HCID 10752421, VerbindungHCID 19068157HCID 19068157, Verbindung

Produkt 1

HCID 86752943HCID 86752943, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A stirred solution of 3-7 (142 mg, 0.4 mmol), 2-9 (110 mg, 0.4 mmol), HOBT (61 mg, 0.4 mmol), N(i-Pr)2Et (216 μL, 1.2 mmol) and DMF (7 mL) at -15° C. was treated with EDC (77 mg, 0.4 mmol) followed by removal of the cooling bath. After 20 h. the reaction mixture concentrated followed by dilution with EtOAc. The EtOAc solution was washed with 1M NaHSO4, and brine, dried (MgSO4), and concentrated. Flash chromatography (silica, 10% to 20% acetone/CH2Cl2) to give 3-8 as a viscous gum. Rf 0.64 (silica, 20% acetone/CH2Cl2).

Aufarbeitung

  1. customfollowed by removal of the cooling bath
  2. concentrationAfter 20 h. the reaction mixture concentrated
  3. washThe EtOAc solution was washed with 1M NaHSO4, and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b3f4d268f50e4a6ebde81f2d924c1219
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05786373

Notizen zur Reaktion

Wird geladen…