반응 #48420

ord-4c28c23bcfc644bb940dd896a1ba3bc3

반응 방정식

[H-].[Na+]
Sodium hydride
CC(C)(C)OC(=O)N[C@@H]1CC[C@@H](c2cccc(F)c2F)CNC1=O
tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-2-oxoazepan-3-ylcarbamate
COCCBr
2-bromoethyl methyl ether
COCCN1C[C@H](c2cccc(F)c2F)CC[C@@H](NC(=O)OC(C)(C)C)C1=O
title compound
COCCN1C[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-methoxyethyl)-2-oxoazepan-3-ylcarbamate

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.WAITAfter 3 h
  2. 2
    기타the reaction was quenched with water
  3. 3
    추출the mixture was extracted with ethyl acetate
  4. 4
    세척The organic layer was washed with water (2×), saturated brine
  5. 5
    건조dried over magnesium sulfate
  6. 6
    여과filtered
  7. 7
    농축concentrated

실험 절차

Sodium hydride (60% dispersion in mineral oil; 17.6 mg, 0.264 mmol) was added to a solution of tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-2-oxoazepan-3-ylcarbamate (75 mg, 0.220 mmol) in N,N-dimethyl formamide (2 mL) at 0° C. After 5 min, 2-bromoethyl methyl ether (0.025 mL, 0.264 mmol) was added and the mixture was allowed to warm to ambient temperature. After 3 h, the reaction was quenched with water and the mixture was extracted with ethyl acetate. The organic layer was washed with water (2×), saturated brine, dried over magnesium sulfate, filtered and concentrated to give the title compound. MS 421 (M+Na).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07745427B2uspto-grants-2010_06