Reacción #1817105

ord-1a4fb72bb29647129ed58f057a595747

Ecuación de reacción

CCCCCC(CCCCl)OC(C)=O
1-chloro-4-acetoxynonane
CCOC(=O)CCCCCCN(C#N)CCCC(CCCC(C)(C)C)OC(C)=O
ethyl 7-[N-(4-acetoxy-8,8-dimethylnonyl)cyanamido]heptanoate
CC(=O)OC(CCCCl)CCCC(C)(C)C
1-chloro-4-acetoxy-8,8-dimethylnonane
→
CCCCC[C@@H](O)C#CCN(CCCCCCC(=O)O)C(N)=O
7-[1-(4-hydroxy-8,8-dimethylnonyl)ureido]heptanoic acid
CCCCC[C@@H](O)C#CCN(CCCCCCC(=O)O)C(N)=O
7-[1-(4(R)-hydroxy-2-nonynyl)ureido]heptanoic acid
CCCCC[C@@H](O)C#CCN(C#N)CCCCCCC(=O)O
7-[N-(4-hydroxy-8,8-dimethylnonyl)cyanamido]-heptanoic acid
CCCCC[C@@H](O)C#CCN(C#N)CCCCCCC(=O)O
7-[N-(4-(R)-hydroxy-2-nonynyl)cyanamido]heptanoic acid

Reactantes

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

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe synthesis of this compound

Procedimiento

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)cyanamido]heptanoate. The subsequent steps yield 7-[N-(4-hydroxy-8,8-dimethylnonyl)cyanamido]-heptanoic acid (B) and 7-[1-(4-hydroxy-8,8-dimethylnonyl)ureido]heptanoic acid (C).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US03989749uspto-grants-1976_11