Reaktion #345784

ord-02c9e87220b547f6881190cfe951ff25

Reaktionsgleichung

CCCCCC(CCCN(CCCCCCC(=O)OCC)S(=O)(=O)CC)OC(C)=O
ethyl 7-[N-(4-acetoxynonyl)ethanesulfonamido]heptanoate
CCOC(=O)CCCCCCNS(C)(=O)=O
ethyl 7-(methanesulfonamido)heptanoate
CCOC(=O)CCCCCCNS(=O)(=O)CC
ethyl 7-ethanesulfonamidoheptanoate
→
CCCCC[C@@H](O)C#CCN(CCCCCCC(=O)O)S(C)(=O)=O
7-[N-(4-hydroxynonyl)ethanesulfonamido]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)CC)OC(C)=O
ethyl 7-[N-(4-acetoxynonyl)ethanesulfonamido]heptanoate
CCOC(=O)CCCCCCNS(C)(=O)=O
ethyl 7-(methanesulfonamido)heptanoate
CCOC(=O)CCCCCCNS(=O)(=O)CC
ethyl 7-ethanesulfonamidoheptanoate
—
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 ethyl 7-(methanesulfonamido)heptanoate is replaced by an equimolar amount of ethyl 7-ethanesulfonamidoheptanoate (Example P). The product of Step A is thus ethyl 7-[N-(4-acetoxynonyl)ethanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxynonyl)ethanesulfonamido]heptanoic acid (B).

Quelle

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