Reacción #2466

ord-5330fe2873fa4dd296b870c5f2f16b19

Ecuación de reacción

CCCCC[C@H]1[C@@H](CC(=O)O)CC[C@H]1O
(+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetic acid
C=[N+]=[N-]
diazomethane
CCCCC[C@H]1[C@@H](CC(=O)OC)CC[C@H]1O
methyl (+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

It is to be noted that (+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetic acid, used as starting product in this variant of the process of the invention, can also be directly methylated, for example by reacting it with an excess of diazomethane in ether solution, to provide pratically pure methyl (+)-(1R,2S,3R)-3-hydroxy-2-pentyl-1-cyclopentaneacetate, which can then be converted into (+)-cis-Hedione® via oxidation.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05728866uspto-grants-1998_03