Acetic Acid → HCID 69907482, Verbindung

HRID 618132Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 618132
[C:1]([CH2:4][S:5]/[C:6](=[CH:21]\[C:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[NH:24][CH:23]=1)/[C:7]([C:9]1[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=1)=[O:8])([OH:3])=[O:2].[CH3:31][Si](C=[N+]=[N-])(C)C.C(O)(=O)C>C(Cl)(Cl)Cl.CO.CCCCCC>[NH:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:22](/[CH:21]=[C:6](\[S:5][CH2:4][C:1]([O:3][CH3:31])=[O:2])/[C:7]([C:9]2[CH:14]=[C:13]([O:15][CH3:16])[C:12]([O:17][CH3:18])=[C:11]([O:19][CH3:20])[CH:10]=2)=[O:8])=[CH:23]1

Komponenten

7

Edukt 3

HCID 176Acetic AcidHCID 167693TrimethylsilyldiazomethaneHCID 69907607HCID 69907607, Verbindung

Produkt 1

HCID 69907482HCID 69907482, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 6212ChloroformLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

Compound 107 (50.0 mg) obtained in Example 107 was dissolved in a mixed solvent of chloroform (10 ml) and methanol (5 ml), and a solution (0.5 ml) of trimethylsilyldiazomethane in hexane, followed by stirring for 10 minutes. Acetic acid (20.0 mg) was added to the reaction solution and the mixture was subjected to partitioning between chloroform and a 5% aqueous solution of sodium bicarbonate. The organic layer was concentrated under reduced pressure and the residue was purified by silica gel column chromatography. The obtained crude crystals were recrystallized from isopropyl ether to give Compound 108 (36.9 mg).

Aufarbeitung

  1. customto partitioning between chloroform
  2. concentrationThe organic layer was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography
  4. customThe obtained crude crystals
  5. customwere recrystallized from isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-edb56248339e411a8cb1935876415255
Quelldatensatz
uspto-grants-1999_09
Patentnummer
US05952355

Notizen zur Reaktion

Wird geladen…