反応 #48416

ord-64068b740a8e4ef08e86ab986e0e26f4

反応方程式

O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
[Na+].[O-][I+3]([O-])([O-])[O-]
Sodium periodate
CSCCN1C[C@H](c2cccc(F)c2F)CC[C@@H](NC(=O)OC(C)(C)C)C1=O
tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-1-[2-(methylthio)ethyl]-2-oxoazepan-3-ylcarbamate
[Na+].[O-][I+3]([O-])([O-])[O-]
sodium periodate
CS(=O)CCN1C[C@H](c2cccc(F)c2F)CC[C@@H](NC(=O)OC(C)(C)C)C1=O
title compound
CS(=O)CCN1C[C@H](c2cccc(F)c2F)CC[C@@H](NC(=O)OC(C)(C)C)C1=O
tert-Butyl (3R,6S)-6-(2,3-difluorophenyl)-1-[2-(methylsulfinyl)ethyl]-2-oxoazepan-3-ylcarbamate

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出the mixture was extracted with ethyl acetate
  2. 2
    洗浄The organic layer was washed with saturated aqueous sodium carbonate (3×), saturated brine
  3. 3
    乾燥dried over magnesium sulfate
  4. 4
    ろ過filtered
  5. 5
    濃縮concentrated

実験手順

Sodium periodate (11.3 mg, 0.053 mmol) was added to a solution of tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-1-[2-(methylthio)ethyl]-2-oxoazepan-3-ylcarbamate (22 mg, 0.053 mmol) in methanol (2 mL) and water (2 mL). After 30 min excess sodium periodate (22 mg, 0.11 mmol) was added. After 18 h, saturated aqueous sodium carbonate was added and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium carbonate (3×), saturated brine, dried over magnesium sulfate, filtered and concentrated to give the title compound. MS 431 (M+1).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07745427B2uspto-grants-2010_06