반응 #86294

ord-1257f732a9eb4aaaa261c893da57fb5b

반응 방정식

CC(=O)OCC(O[Si](C)(C)C)=C1[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@]12C
crude product
CC(=O)OCC(O[Si](C)(C)C)=C1[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@]12C
2-((10S,13S,16R)-10,13,16-trimethyl-3-oxo-7,8,12,13,15,16-hexahydro-3H-cyclopenta[a]phenanthren-17(6H,10H,14H)-ylidene)-2-(trimethylsilyloxy)ethyl acetate
Cl
HCl
O=C([O-])O.[K+]
potassium bicarbonate
→
CC(=O)OCC(=O)[C@H]1[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@@]21C
2-oxo-2-((10S,13S,16R,17S)-10,13,16-trimethyl-3-oxo-6,7,8,10,12,13,14,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)ethyl acetate

반응물

CC(=O)OCC(O[Si](C)(C)C)=C1[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@]12C
crude product
CC(=O)OCC(O[Si](C)(C)C)=C1[C@H](C)CC2C3CCC4=CC(=O)C=C[C@]4(C)C3=CC[C@]12C
2-((10S,13S,16R)-10,13,16-trimethyl-3-oxo-7,8,12,13,15,16-hexahydro-3H-cyclopenta[a]phenanthren-17(6H,10H,14H)-ylidene)-2-(trimethylsilyloxy)ethyl acetate
Cl
HCl
O=C([O-])O.[K+]
potassium bicarbonate

시약

없음

용매

CCOC(C)=O
ethyl acetate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    건조the ethyl acetate phase is dried
  2. 2
    여과filtered
  3. 3
    농축concentrated to a semi-solid

실험 절차

The crude product from step 1 is dissolved in ethyl acetate, and slurried with aqueous 1N HCl until hydrolysis is complete. The aqueous acid is neutralized with aqueous potassium bicarbonate, and the ethyl acetate phase is dried, filtered, and concentrated to a semi-solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09434758B2uspto-grants-2016_09