反応 #1994226

ord-cfcc9059646047e9a277c8a4ca8368a2

反応方程式

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
収率 79.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他all the volatiles were removed
  2. 2
    その他a rotary evaporator
  3. 3
    workup.DISSOLUTIONThe residue (dark yellow) was dissolved in methanol
  4. 4
    その他precipitated
  5. 5
    workup.ADDITIONby adding into diethyl ether (40 mL)
  6. 6
    ろ過The pale yellow precipitate was filtered
  7. 7
    その他dried

実験手順

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08597633B2uspto-grants-2013_12