Triethylamine → HCID 57271406, 화합물

HRID 1708198노트

반응식

HRID 1708198 반응식
C(N(CC)CC)C.C1(P(N=[N+]=[N-])(C2C=CC=CC=2)=O)C=CC=CC=1.[O:25]=[C:26]1[NH:30][CH2:29][C@@H:28]([C:31]([OH:33])=O)[O:27]1.[N+]([O-])(O)=O.[N+:38]([O:41][CH2:42][CH2:43][NH2:44])([O-:40])=[O:39]>O1CCCC1>[N+:38]([O:41][CH2:42][CH2:43][NH:44][C:31]([C@H:28]1[O:27][C:26](=[O:25])[NH:30][CH2:29]1)=[O:33])([O-:40])=[O:39]

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 78397Ethanol, 2-amino-, 1-nitrate, nitrate (1:1)HCID 199401P,P-Diphenylphosphinic azideHCID 14443191(S)-2-oxooxazolidine-5-carboxylic acid

생성물 1

HCID 57271406HCID 57271406, 화합물수율 43.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

0.35 ml of triethylamine and 0.22 ml of diphenylphosphoryl azide were added, whilst ice-cooling and stirring, to a suspension of 110 mg of (5S)-2-oxooxazolidine-5-carboxylic acid (prepared by a procedure similar to that described in Preparation 3) and 170 mg of N-(2-nitrooxyethyl)amine nitrate in 10 ml of dry tetrahydrofuran, and the resulting mixture was stirred at room temperature for 6 hours. At the end of this time, the solvent was removed by distillation under reduced pressure, and the residue was purified by column chromatography through silica gel, using ethyl acetate as the eluent. The pale yellow oil thus obtained was triturated with ethyl acetate, and the resulting precipitate was collected by filtration and washed, to give 79.8 mg of the title compound as a colorless powder, melting at 101°-103° C.

후처리

  1. temperaturecooling
  2. customprepared by a procedure similar to
  3. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  4. customthe residue was purified by column chromatography through silica gel
  5. customThe pale yellow oil thus obtained
  6. customwas triturated with ethyl acetate
  7. filtrationthe resulting precipitate was collected by filtration
  8. washwashed

출처 및 근거

ORD 기록
ord-10cdcd13b9424014857b9bba4fb194d9
출처 데이터셋
uspto-grants-1994_10
특허 번호
US05356918

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