Reacción #346971

ord-bfaa435784fe4423aad646b5b5341709

Ecuación de reacción

COc1cc([C@@H]2C[C@H]2C(=O)c2cccc(N3CCN(C(=O)OC(C)(C)C)CC3)c2)ccc1OCC(=O)OC(C)(C)C
300a
COc1cc([C@@H]2C[C@H]2C(=O)c2cccc(N3CCN(C(=O)OC(C)(C)C)CC3)c2)ccc1OCC(=O)OC(C)(C)C
(+/-)-trans-t-Butyl [[2-methoxy-4-[2-((3-(4-t-butyloxycarbonyl-1-piperazinyl)benzoyl))cyclopropyl]-phenoxy]]acetate
ClCCl.O=C(O)C(F)(F)F
TFA CH2Cl2
→
COc1cc([C@@H]2C[C@H]2C(=O)c2cccc(N3CCNCC3)c2)ccc1OCC(=O)O.O=C(O)C(F)(F)F
(+/-)-trans-[[2-methoxy-4-[2-((3-(1-piperazinyl)benzoyl))cyclopropyl]phenoxy]]acetic acid·trifluoroacetic acid

Reactantes

COc1cc([C@@H]2C[C@H]2C(=O)c2cccc(N3CCN(C(=O)OC(C)(C)C)CC3)c2)ccc1OCC(=O)OC(C)(C)C
300a
COc1cc([C@@H]2C[C@H]2C(=O)c2cccc(N3CCN(C(=O)OC(C)(C)C)CC3)c2)ccc1OCC(=O)OC(C)(C)C
(+/-)-trans-t-Butyl [[2-methoxy-4-[2-((3-(4-t-butyloxycarbonyl-1-piperazinyl)benzoyl))cyclopropyl]-phenoxy]]acetate
ClCCl.O=C(O)C(F)(F)F
TFA CH2Cl2
—
IR(KBr)

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroto provide a pale grey solid

Procedimiento

Cyclopropyl adduct 300a was deprotected with TFA/CH2Cl2 in the usual way to provide a pale grey solid. IR(KBr): cm-1 3200-2500(br), 1738, 1680. HR-MS: Calc'd 411.1920, Found 411.1925.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05523302uspto-grants-1996_06