Reacción #737510

ord-11652617edc246d0a48c70c96623fb5f

Ecuación de reacción

CC(C)(C)[Si](C)(C)OCCCCC[C@@H]1CC2=CC(=O)CC[C@@H]2[C@H]2CC[C@]3(C)C(=O)CC[C@H]3[C@H]12
7α-(5-tert-butyldimethylsilyloxypentyl)-estr-4-ene-3,17-dione
CC(=O)O
acetic acid
→
C[C@]12CC[C@H]3[C@@H]([C@H](CCCCCO)CC4=CC(=O)CC[C@@H]43)[C@@H]1CCC2=O
7α-(5-hydroxypentyl)-estr-4-ene-3,17-dione
Rendimiento 99.0%

Reactantes

CC(C)(C)[Si](C)(C)OCCCCC[C@@H]1CC2=CC(=O)CC[C@@H]2[C@H]2CC[C@]3(C)C(=O)CC[C@H]3[C@H]12
7α-(5-tert-butyldimethylsilyloxypentyl)-estr-4-ene-3,17-dione
CC(=O)O
acetic acid

Reactivos

Ninguno

Disolventes

CO
methanol
O
water

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    ConcentraciónAfter the concentration
  2. 2
    Otroby evaporation at 60° C. in a vacuum

Procedimiento

A solution of 125.4 g of 7α-(5-tert-butyldimethylsilyloxypentyl)-estr-4-ene-3,17-dione in 625 ml of methanol and 347 ml of water is stirred with 694 ml of glacial acetic acid for 2.5 hours at 50° C. After the concentration by evaporation at 60° C. in a vacuum, 94.1 g of crude 7α-(5-hydroxypentyl)-estr-4-ene-3,17-dione is obtained as oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06271403B1uspto-grants-2001_08