반응 #49261

ord-7d2b35a6fcc24718a1fedb310af22cd2

반응 방정식

CC(C)(C)OC(=O)N1CCC(N(C(=O)OC(C)(C)C)c2ccc3c(ccn3C(=O)OC(C)(C)C)c2)CC1
5-[1-(tert-butoxycarbonyl)-4-piperidyl-N-(tert-butoxycarbonyl)amino]-1-(tert-butoxycarbonyl)indole
CC(C)OB(OC(C)C)OC(C)C
triisopropyl borate
C1CCOC1.CC(C)[N-]C(C)C.CCCCCCC.CCc1ccccc1.[Li+]
LDA heptane THF ethylbenzene
CC(C)(C)OC(=O)N1CCC(Nc2ccc3[nH]ccc3c2)CC1
5-[1-(tert-butoxycarbonyl)-4-piperidylamino]indole
수율 62.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타followed by purification by slurry
  2. 2
    기타to obtain Compound BQ (177 mg, yield 62%)

실험 절차

In a similar manner to Step 2 of Reference Example 1, 5-[1-(tert-butoxycarbonyl)-4-piperidyl-N-(tert-butoxycarbonyl)amino]-1-(tert-butoxycarbonyl)indole (320 mg, 0.621 mmol) was dissolved in THF (5 mL), and the solution was treated with triisopropyl borate (0.215 mL, 0.932 mmol) and LDA-heptane/THF/ethylbenzene solution (2.0 mol/L, 0.776 mL, 1.55 mmol), followed by purification by slurry using hexane to obtain Compound BQ (177 mg, yield 62%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07745641B2uspto-grants-2010_06