Water → cis-(+-)-N-(2-(2,6-Dimethyl-1-piperidinyl)ethyl)-2-oxo-3-hydroxy-1-pyrrolidineacetamide

HRID 1087076

반응식

HRID 1087076 반응식
C1(N=C=NC2CCCCC2)CCCCC1.[OH:16][CH:17]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]([OH:25])=O)[C:18]1=[O:26].[CH3:27][C@H:28]1[CH2:33][CH2:32][CH2:31][C@@H:30]([CH3:34])[N:29]1[CH2:35][CH2:36][NH2:37].O>CN(C)C=O>[CH3:27][C@H:28]1[CH2:33][CH2:32][CH2:31][C@@H:30]([CH3:34])[N:29]1[CH2:35][CH2:36][NH:37][C:23](=[O:25])[CH2:22][N:19]1[CH2:20][CH2:21][CH:17]([OH:16])[C:18]1=[O:26]

참가 물질

6

반응물 4

HCID 962WaterHCID 10868DicyclohexylcarbodiimideHCID 7837022-(cis-2,6-Dimethyl-1-piperidinyl)ethanamineHCID 19817647HCID 19817647, 화합물

생성물 1

HCID 3069833cis-(+-)-N-(2-(2,6-Dimethyl-1-piperidinyl)ethyl)-2-oxo-3-hydroxy-1-pyrrolidineacetamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

1.30 g of dicyclohexylcarbodiimide dissolved in 6 ml of dimethylformamide are added dropwise at 0° to 1.0 g of (R/S)-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetic acid and 1.03 g of 94.7% cis-2-(2,6-dimethyl-1-piperidinyl)ethylamine dissolved in 20 ml of dimethylformamide. The mixture is left to stirred at room temperature for 4 days, treated with 0.23 of ion-free water and evaporated in a water-jet vacuum. The residue is treated five times with toluene and is each case again evaporated. The constituents of the residue which are soluble in chloroform are chromatographed on 60 g of aluminum oxide (activity grade III, neutral). The alcohol eluate is again chromatographed on 15 g of aluminum oxide (activity grade III, neutral). The fractions which are eluted with acetonitrile and ethanol contain, according to the gas chromatogram and mass spectrum, (R/S)-cis-N-[2-(2,6-dimethyl-1-piperidinyl)ethyl]-2-(3-hydroxy-2-oxo-1-pyrrolidinyl)acetamide.

후처리

  1. waitThe mixture is left
  2. customevaporated in a water-jet vacuum
  3. additionThe residue is treated five times with toluene
  4. customagain evaporated
  5. customare chromatographed on 60 g of aluminum oxide (activity grade III, neutral)
  6. customThe alcohol eluate is again chromatographed on 15 g of aluminum oxide (activity grade III, neutral)
  7. washThe fractions which are eluted with acetonitrile and ethanol

출처 및 근거

ORD 기록
ord-24c9d2a257e9495e8f6beb1189a40c25
출처 데이터셋
uspto-grants-1991_07
특허 번호
US05034402

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