Ethylmorpholine → N-ethoxycarbonyl-L-alanyl-L-proline ethylamide

HRID 47046노트

반응식

HRID 47046 반응식
Br.[CH2:2]([NH:4][C:5](=[O:16])[C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:15])[C@H:12]([CH3:14])[NH2:13])[CH3:3].C(N1CCOCC1)C.Cl[C:26]([O:28][CH2:29][CH3:30])=[O:27]>O1CCCC1>[CH2:2]([NH:4][C:5](=[O:16])[C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:15])[C@H:12]([CH3:14])[NH:13][C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH3:3]

참가 물질

5

반응물 3

HCID 7525EthylmorpholineHCID 10928Ethyl chloroformateHCID 70602162L-alanyl-L-proline ethylamide hydrobromide

생성물 1

HCID 54402446N-ethoxycarbonyl-L-alanyl-L-proline ethylamide수율 47%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2 g (0.0066 mol) of L-alanyl-L-proline ethylamide hydrobromide were suspended in 20 ml of dry tetrahydrofuran, 1.84 ml (0.0145 mol) of N-ethylmorpholine and 0.76 ml (0.0079 mol) of ethyl chloroformate were added and the mixture was stirred at room temperature for 2 hours. The solvent was evaporated off and the residue dissolved in 100 ml of chloroform and washed successively with 2-N hydrochloric acid in brine, brine, saturated sodium bicarbonate solution and brine, dried over magnesium sulphate and evaporated to an oil which soon crystallised. Recrystallisation from chloroform/petrol yielded 0.88 g (47%) of N-ethoxycarbonyl-L-alanyl-L-proline ethylamide of melting point 126°-128° C.; [α]D20 =-117.6° (c=1.02% in methanol).

후처리

  1. customThe solvent was evaporated off
  2. dissolutionthe residue dissolved in 100 ml of chloroform
  3. washwashed successively with 2-N hydrochloric acid in brine, brine, saturated sodium bicarbonate solution and brine
  4. dry with materialdried over magnesium sulphate
  5. customevaporated to an oil which
  6. customsoon crystallised
  7. customRecrystallisation from chloroform/petrol

출처 및 근거

ORD 기록
ord-3b7eb8016c7d444da66bd7e1e242c8e2
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04176116

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