1,2-Dichloroethane → HCID 86756105, Verbindung

HRID 1274986Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1274986
[NH2:1][C@H:2]([C:11]([N:13]1[CH2:18][CH2:17][CH:16]([O:19][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:15][CH2:14]1)=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.[N:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[NH:34][CH2:35][CH2:36][C:37](O)=[O:38].C(Cl)CCl.CCN(C(C)C)C(C)C.C([O-])(O)=O.[Na+]>CN(C=O)C>[N:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1[NH:34][CH2:35][CH2:36][C:37]([NH:1][C@H:2]([C:11]([N:13]1[CH2:14][CH2:15][CH:16]([O:19][CH2:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:17][CH2:18]1)=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)=[O:38]

Komponenten

7

Edukt 5

HCID 111,2-DichloroethaneHCID 81531DiisopropylethylamineHCID 516892Sodium BicarbonateHCID 119834723-(pyridin-2-ylamino)propanoic AcidHCID 54385469HCID 54385469, Verbindung

Produkt 1

HCID 86756105HCID 86756105, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl [(1-tyrosyl-4-piperidinyl)oxy]acetate, Alig, et. al., EP 372486, (1 mmol), N-(2-pyridinyl)-β-alanine, Chowdhary, et. al., Indian J. Chem., 1990, 29A, 280-284, (1 mmol), EDC (1.5 mmol), and DIEA (3 mmol) in DMF (25 mL) is stirred at RT. The mixture is poured into 5% NaHCO3 and extracted with EtOAc. The combined orgainic phase is washed with H2O, dried (MgSO4) and concentrated. The residue is chromatographed (silica gel) to give the title compound.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. washThe combined orgainic phase is washed with H2O
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe residue is chromatographed (silica gel)

Quellen und Nachweise

ORD-Eintrag
ord-0cf83a33119c40c6840117c10f9edcd1
Quelldatensatz
uspto-grants-2000_12
Patentnummer
US06159964

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