반응 #1994226

ord-cfcc9059646047e9a277c8a4ca8368a2

반응 방정식

CC(C)(C)OC(=O)NCC(=O)O.CCCN(CCc1cccs1)[C@H]1CCc2c(O)cccc2C1.Cl
Boc-Gly Rotigotine HCl
O=C(O)C(F)(F)F
trifluoroacetic acid
CCCN(CCc1cccs1)[C@H]1CCc2c(O)cccc2C1.NCC(=O)O
Gly Rotigotine
수율 79.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타all the volatiles were removed
  2. 2
    기타a rotary evaporator
  3. 3
    workup.DISSOLUTIONThe residue (dark yellow) was dissolved in methanol
  4. 4
    기타precipitated
  5. 5
    workup.ADDITIONby adding into diethyl ether (40 mL)
  6. 6
    여과The pale yellow precipitate was filtered
  7. 7
    기타dried

실험 절차

The Boc-Gly-Rotigotine HCl was deprotected by first dissolving the product (1.258 g, 2.55 mmol) in dichloromethane (64 ml). After addition of trifluoroacetic acid (9.83 ml, 128 mmol), the reaction mixture was stirred for 1 hour at room temperature and then all the volatiles were removed using a rotary evaporator. The residue (dark yellow) was dissolved in methanol and precipitated by adding into diethyl ether (40 mL). The pale yellow precipitate was filtered using a glass frit and dried to give Gly-Rotigotine.2TFA (1.140 g, 79% yield).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08597633B2uspto-grants-2013_12