Reaction #459708

ord-3537bba2a92a48eaba1ffc3dd9365116

Reaction equation

CCOC(=O)CCCCCCN(CCCC(CCCC(C)(C)C)OC(C)=O)S(C)(=O)=O
ethyl 7-[N-(4-acetoxy-8,8-dimethylnonyl)methanesulfonamido]heptanoate
CCCCCC(CCCCl)OC(C)=O
1-chloro-4-acetoxynonane
CC(=O)OC(CCCCl)CCCC(C)(C)C
1-chloro-4-acetoxy-8,8-dimethylnonane
→
CCCCC[C@@H](O)C#CCN(CCCCCCC(=O)O)S(C)(=O)=O
7-[N-(4-hydroxy-8,8-dimethylnonyl)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

Reactants

CCOC(=O)CCCCCCN(CCCC(CCCC(C)(C)C)OC(C)=O)S(C)(=O)=O
ethyl 7-[N-(4-acetoxy-8,8-dimethylnonyl)methanesulfonamido]heptanoate
CCCCCC(CCCCl)OC(C)=O
1-chloro-4-acetoxynonane
CC(=O)OC(CCCCl)CCCC(C)(C)C
1-chloro-4-acetoxy-8,8-dimethylnonane
—
product

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe synthesis of this compound

Procedure

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-8,8-dimethylnonane (Example D). The product of Step A is thus ethyl 7-[N-(4-acetoxy-8,8-dimethylnonyl)methanesulfonamido]heptanoate. The subsequent step yields 7-[N-(4-hydroxy-8,8-dimethylnonyl)methanesulfonamido]heptanoic acid (B).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04091107uspto-grants-1978_05