Triethylamine → HCID 57271406、化合物

HRID 487967ノート

反応式

HRID 487967 の反応式
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]

参加物

6

反応物 4

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

生成物 1

HCID 57271406HCID 57271406、化合物収率 43.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-040835fee15a4d65adf9f0c28739d75b
出典データセット
uspto-grants-1994_03
特許番号
US05298516

反応ノート

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