反应 #586175

ord-76df756f689943b8b738d55df2f7387e

反应方程式

O=C([O-])O.[Na+]
NaHCO3
COC(=O)c1ccc2c(C3CCCCC3)c3n(c2c1)C[C@@H](NC(=O)OC(C)(C)C)COc1ccccc1-3
Methyl (7R)-7-[(tert-butoxycarbonyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate
O=C(O)C(F)(F)F
TFA
COC(=O)c1ccc2c(C3CCCCC3)c3n(c2c1)C[C@@H](N)COc1ccccc1-3
product
收率 100.0%
COC(=O)c1ccc2c(C3CCCCC3)c3n(c2c1)C[C@@H](N)COc1ccccc1-3
methyl (7R)-7-amino-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate
收率 100.0%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他before separating the phases
  2. 2
    萃取extracting the aqueous with DCM
  3. 3
    洗涤The combined organics were washed with brine
  4. 4
    干燥dried over Na2SO4
  5. 5
    过滤filtered
  6. 6
    浓缩concentrated in vacuo

实验过程

Methyl (7R)-7-[(tert-butoxycarbonyl)amino]-14-cyclohexyl-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (0.14 M) in DCM was treated with TFA (10 eq) and stirred at RT for 1 h. The reaction was diluted with DCM and cautiously basified with aq. NaHCO3, before separating the phases and extracting the aqueous with DCM. The combined organics were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to afford the product as an off-white foam (100%) that was used without further purification. (ES+) m/z 405 (M+H)+; [α]D+42.3, c=1, MeOH

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07767660B2uspto-grants-2010_08