Ethyl 7-bromoheptanoate → 7-{N-[4-hydroxy-5-(4-fluorophenoxy)-2-pentynyl]methanesulfonamido}heptanoic Acid

HRID 1730128Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1730128
C([O:4][CH:5]([CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)[C:6]#[C:7][CH2:8][NH:9][S:10]([CH3:13])(=[O:12])=[O:11])(=O)C.C(OC(COC1C=CC(F)=CC=1)CCCNS(C)(=O)=O)(=O)C.Br[CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][C:52]([O:54]CC)=[O:53].BrCC#CCCCC(OCC)=O>>[OH:4][CH:5]([CH2:14][O:15][C:16]1[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=1)[C:6]#[C:7][CH2:8][N:9]([CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][C:52]([OH:54])=[O:53])[S:10]([CH3:13])(=[O:11])=[O:12]

Komponenten

5

Edukt 4

HCID 122490Ethyl 7-bromoheptanoateHCID 15174663Ethyl 7-bromohept-5-ynoateHCID 21401584N-[4-acetoxy-5-(4-fluorophenoxy)-2-pentynyl]methanesulfonamideHCID 21401585HCID 21401585, Verbindung

Produkt 1

HCID 214015787-{N-[4-hydroxy-5-(4-fluorophenoxy)-2-pentynyl]methanesulfonamido}heptanoic Acid

Versuchsvorschrift

This compound is prepared by the procedure described in Example 2, Step I, except that N-[4-acetoxy-5-(4-fluorophenoxy)- 2-pentynyl]methanesulfonamide is substituted for the N-[4-acetoxy-5-(4-fluorophenoxy)pentyl]methanesulfonamide and ethyl 7-bromoheptanoate is substituted for ethyl 7-bromo-5-heptynoate. The product is thus ethyl 7-{N-[4 -acetoxy-5-(4-fluorophenoxy)-2-pentynyl]methanesulfonamide} -heptanoate. The subsequent hydrolysis (Example 2, Step J) affords the subject compound.

Aufarbeitung

  1. customThis compound is prepared by the procedure
  2. customThe subsequent hydrolysis (Example 2, Step J)
  3. customaffords the subject compound

Quellen und Nachweise

ORD-Eintrag
ord-3ce367539afe4eb78136e1b9ac559d95
Quelldatensatz
uspto-grants-1976_11
Patentnummer
US03991106

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