Reaktion #345785

ord-6d264e4801ab48978eeed565d2095d2a

Reaktionsgleichung

CCCCCC(CCCN(CCCCCCC(=O)OCC)S(=O)(=O)CCC)OC(C)=O
ethyl 7-[N-(4-acetoxynonyl)propanesulfonamido]heptanoate
CCOC(=O)CCCCCCNS(C)(=O)=O
ethyl 7-(methanesulfonamido)heptanoate
CCCS(=O)(=O)NCCCCCCC(=O)OCC
ethyl 7-(propanesulfonamido)heptanoate
→
CCCCC[C@@H](O)C#CCN(CCCCCCC(=O)O)S(C)(=O)=O
7-[N-(4-hydroxynonyl)-propanesulfonamido]heptanoic acid
CCCCC[C@@H](O)C#CCN(CCCCCCC(=O)O)S(C)(=O)=O
7-[N-(4(R)-hydroxy-2-nonynyl)methanesulfonamido]heptanoic acid

Edukte

CCCCCC(CCCN(CCCCCCC(=O)OCC)S(=O)(=O)CCC)OC(C)=O
ethyl 7-[N-(4-acetoxynonyl)propanesulfonamido]heptanoate
CCOC(=O)CCCCCCNS(C)(=O)=O
ethyl 7-(methanesulfonamido)heptanoate
CCCS(=O)(=O)NCCCCCCC(=O)OCC
ethyl 7-(propanesulfonamido)heptanoate
—
product

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe synthesis of this compound
  2. 2
    SonstigeThe subsequent hydrolysis step

Vorschrift

The synthesis of this compound is carried out as described in Example 1 except that, in Step A, the ethyl 7-(methanesulfonamido)heptanoate is replaced by an equimolar amount of ethyl 7-(propanesulfonamido)heptanoate (Example Q). The product of Step A is thus ethyl 7-[N-(4-acetoxynonyl)propanesulfonamido]heptanoate. The subsequent hydrolysis step yields 7-[N-(4-hydroxynonyl)-propanesulfonamido]heptanoic acid (B).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04033996uspto-grants-1977_07