Reaktion #345796

ord-2508ae3c0bf2418e9574010ed1873717

Reaktionsgleichung

C=CCCCC(CCCN(CCCCCCC(=O)OCC)S(C)(=O)=O)OC(C)=O
ethyl 7-[N-(4-acetoxy-8-nonenyl)methanesulfonamido]heptanoate
CCCCCC(CCCCl)OC(C)=O
1-chloro-4-acetoxynonane
C=CCCCC(CCCCl)OC(C)=O
1-chloro-4-acetoxy-8-nonene
→
CCCCC[C@@H](O)C#CCN(CCCCCCC(=O)O)S(C)(=O)=O
7-[N-(4-hydroxy-8-nonenyl)methanesulfonamido]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

C=CCCCC(CCCN(CCCCCCC(=O)OCC)S(C)(=O)=O)OC(C)=O
ethyl 7-[N-(4-acetoxy-8-nonenyl)methanesulfonamido]heptanoate
CCCCCC(CCCCl)OC(C)=O
1-chloro-4-acetoxynonane
C=CCCCC(CCCCl)OC(C)=O
1-chloro-4-acetoxy-8-nonene
—
product

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe synthesis of this compound

Vorschrift

The synthesis of this compound is carried out as described in Example 1 except that, in Step A, the 1-chloro-4-acetoxynonane is replaced by an equimolar amount of 1-chloro-4-acetoxy-8-nonene. The product of Step A is thus ethyl 7-[N-(4-acetoxy-8-nonenyl)methanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxy-8-nonenyl)methanesulfonamido]heptanoic acid (B).

Quelle

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