反応 #1447112

ord-5ed23c939c864e90ad752df79c214073

反応方程式

CCN(CC)CC
Et3N
O=P(Cl)(Cl)Oc1cccc2ccccc12
1-naphthyl dichlorophosphate
CCCCOC(=O)[C@H](C)[NH3+].[Cl-]
(25)-1-butoxy-1-oxopropan-2-aminium chloride
CCCCOC(=O)[C@H](C)NP(=O)(Cl)Oc1cccc2ccccc12
n-Butyl N-[chloro(1-naphthyloxy)phosphoryl]-L-alaninate

溶媒

反応条件

温度
-78°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.WAITthe reaction was left
  2. 2
    温度to warm to RT overnight
  3. 3
    その他All volatiles were removed
  4. 4
    洗浄the resulting white solid was washed with Et2O
  5. 5
    ろ過filtered
  6. 6
    その他evaporated in vacuo
  7. 7
    その他to obtain a colorless oil
  8. 8
    workup.ADDITIONas a 1:1 mixture of diastereoisomers

実験手順

To 1-naphthyl dichlorophosphate in DCM (0.086 M) was added (25)-1-butoxy-1-oxopropan-2-aminium chloride (1.0 eq.). After cooling to −78° C., neat Et3N (2.0 eq.) was added and the reaction was left to warm to RT overnight. All volatiles were removed and the resulting white solid was washed with Et2O, filtered and evaporated in vacuo to obtain a colorless oil as a 1:1 mixture of diastereoisomers. 31P NMR (400 MHz, CDCl3): δ 8.39 and 8.11 ppm.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07879815B2uspto-grants-2011_02