反应 #1994226

ord-cfcc9059646047e9a277c8a4ca8368a2

反应方程式

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
收率 79.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

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

实验过程

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).

来源

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